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非奈利酮
Tier C — Watch / tradeFinerenone · all drugs expiring in 2030 →
拜耳
Originator
2021
First approval
2030
Expiry (public)
$0.94B ▲
Peak sales
化学药
Type
Targets：MR
Brand：Kerendia、可申达、Firialta、KERENDIA
Indications (approved)：收缩性心力衰竭、舒张期心力衰竭、心脏衰竭、慢性肾功能不全、糖尿病肾病、二型糖尿病、心肌梗塞、心脏性猝死
Regional status
US
批准上市
2021-07-09
EU
批准上市
2022-02-16
China
批准上市
2022-06-28
Japan
批准上市
2022-03-28
Synthetic routes & intermediates35 routes
Originator routes × 1Optimised (non-patent) × 34Process routes × 0
Routes are ordered originator first, then optimised / process (non-patent) routes; each lists steps, overall yield and the intermediate table (code / CAS / name) — ready for supplier sourcing and RFQ. Rendered by this site from structured data; no third-party route graphics used.
OriginatorRoute 1Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| FINE-001 | 959934-76-0Available | tert-butyl (E)-3-(4-cyano-2-methoxyphenyl)acrylate |
| FINE-002 | 21962-45-8Available | 4-formyl-3-methoxybenzonitrile |
| FINE-003 | 65193-87-5Available | 2-cyanoethyl 3-oxobutanoate |
| FINE-004 | 1050477-39-8Available | 2-cyanoethyl (Z)-2-(4-cyano-2-methoxybenzylidene)-3-oxobutanoate |
| FINE-005 | 95306-64-2Available | 4-amino-5-methylpyridin-2(1H)-one |
| FINE-006 | 1050477-43-4Available | 2-cyanoethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| FINE-007 | 1050477-44-5Available | 2-cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| FINE-008 | 1050477-45-6Available | 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| FINE-009 | 1050477-27-4Available | 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 2Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)90859-10-a | 18368-64-4Available | 2-Chloro-5-methylpyridine |
| (II)90859-10-a | 20173-49-3Available | 2-Chloro-5-methyl-1-oxidopyridin-1-ium |
| (III)90859-10-a | 60323-96-8Available | 2-Chloro-5-methyl-4-nitro-1-oxidopyridin-1-ium |
| (IV)90859-10-a | 79055-62-2Available | 2-Chloro-5-methylpyridin-4-amine |
| (V)90859-10-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VI)90859-10-a | 1663-67-8Available | 1,3-Dichloro-1,3-propanedione |
| (VII)90859-10-a | 107-12-0Available | Ethyl cyanide |
| (VIII)90859-10-a | 95306-65-3Available | 6-Chloro-5-methylpyridine-2,4-diol hydrogen chloride (1/1) |
| (IX)90859-10-a | 41935-71-1Available | 2,4-Dihydroxy-5-methylpyridine |
| (X)90859-10-a | 1260663-96-4Available | 2-Methoxy-5-methylpyridin-4-amine |
OptimisedRoute 3Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-1-a | 5394-63-8Available | 2,2-Dimethyl-6-methyl-1,3-dioxin-4-one |
| (II)638294-1-a | 109-78-4Available | 1-Cyano-2-hydroxyethane |
| (III)638294-1-a | 65193-87-5Available | 2-Cyanoethyl 3-oxobutanoate |
| (IV)638294-1-a,(IV)638294-1-b,(IV)638294-1-c,(IV)638294-1-d,(IV)638294-1-e | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (V)638294-1-a | 1870824-80-8Available | 2-Cyanoethyl (2Z)-2-[(4-cyano-2-methoxyphenyl)methylene]-3-oxobutanoate |
| (VI)638294-1-a,(VI)638294-1-e | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VII)638294-1-a | 1050477-43-4Available | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VIIIa)638294-1-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIIIb)638294-1-a,(VIIIb)638294-1-e | 78-39-7Available | 1,1,1-Triethoxyethane |
| (IX)638294-1-a | 1050477-44-5Available | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-1-a,(X)638294-1-e | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (XI)638294-1-a | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (XII)638294-1-a | 2084136-51-4Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 4Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (IV)638294-1-a,(IV)638294-1-b,(IV)638294-1-c,(IV)638294-1-d,(IV)638294-1-e | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (XIII)638294-1-b | 121-33-5Available | 4-Formyl-2-methoxyphenol |
| (XIV)638294-1-b | 4421-08-3Available | 4-Cyano-2-methoxyphenol |
| (XV)638294-1-b | 652997-57-4Available | 4-Cyano-2-methoxyphenyl trifluoromethanesulfonate |
| (XVI)638294-1-b | 1663-39-4Available | 1,1-Dimethylethyl 2-propenoate |
| (XVII)638294-1-b | - | tert-Butyl (2Z)-3-(4-cyano-2-methoxyphenyl)acrylate |
| (XVIII)638294-1-b | 72135-36-5Available | 4-Bromo-2-methoxybenzoic acid |
| (XIX)638294-1-b | 139102-34-4Available | 2-Methoxy-4-bromobenzoic acid methyl ester |
| (XX)638294-1-b | 43192-33-2Available | 4-Bromo-2-methoxybenzaldehyde |
OptimisedRoute 5Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (IV)638294-1-a,(IV)638294-1-b,(IV)638294-1-c,(IV)638294-1-d,(IV)638294-1-e | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (XXIV)638294-1-c,(XXIV)638294-1-d | 3556-60-3Available | 3-Methoxy-4-methylbenzonitrile |
| (XXV)638294-1-c | 914106-35-7Available | 4-(Dibromomethyl)-3-methoxybenzonitrile |
| (XXVI)638294-1-c | 104436-60-4Available | 4-(Bromomethyl)-3-methoxybenzonitrile |
| (XXVII)638294-1-c | - | 1-[(4-Cyano-2-methoxyphenyl)methyl]-1,3,5,7-tetraazatricyclo[3.3.1.1(3,7)]decan-1-ium bromide |
| (XXI)638294-1-c | 7151-68-0Available | 3-Methoxy-4-methylbenzoic acid |
| (XXII)638294-1-c | 87808-44-4Available | 3-Methoxy-4-methylbenzoyl chloride |
| (XXIII)638294-1-c | 1017082-75-5Available | 3-Methoxy-4-methylbenzamide |
OptimisedRoute 6Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (IV)638294-1-a,(IV)638294-1-b,(IV)638294-1-c,(IV)638294-1-d,(IV)638294-1-e | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (XXIV)638294-1-c,(XXIV)638294-1-d | 3556-60-3Available | 3-Methoxy-4-methylbenzonitrile |
| (XXVIII)638294-1-d | 99-06-9Available | 3-Carboxyphenol |
| (XXIX)638294-1-d | 618-49-5Available | 3-Hydroxybenzamide |
| (XXX)638294-1-d | 873-62-1Available | 3-Cyanophenol |
| (XXXI)638294-1-d | 50-00-0Available | Formaldehyde |
| (XXXII)638294-1-d | 84102-89-6Available | 4-Cyano-2-hydroxybenzaldehyde |
| (XXXIII)638294-1-d | 77-78-1Available | Dimethoxysulfone |
| (XXXIV)638294-1-d | 74-88-4Available | Iodomethane |
| (XXXV)638294-1-d | 170572-49-3Available | 2-Fluoro-4-cyanotoluene |
| (XXXVI)638294-1-d | 67-56-1Available | Hydroxymethane |
| (XXXVII)638294-1-d | 176961-57-2Available | 4-Bromo-3-methoxybenzamide |
| (XXXVIII)638294-1-d,(XXXVIII)638294-1-e | 120315-65-3Available | 2-Methoxy-4-cyanobromobenzene |
OptimisedRoute 7Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (IV)638294-1-a,(IV)638294-1-b,(IV)638294-1-c,(IV)638294-1-d,(IV)638294-1-e | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (VI)638294-1-a,(VI)638294-1-e | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VIIIb)638294-1-a,(VIIIb)638294-1-e | 78-39-7Available | 1,1,1-Triethoxyethane |
| (X)638294-1-a,(X)638294-1-e | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (XL)638294-1-e | 3092281-06-3Available | 2,8-Dimethyl-5-oxo-5,6-dihydro-1,6-naphthyridine-3-carbonitrile |
| (XLI)638294-1-e | - | 4-(4-Cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carbonitrile |
| (XLII)638294-1-e | 2469-99-0Available | 1-Cyano-2-propanone |
| (XLIII)638294-1-e | - | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carbonitrile |
| (XXXIX)638294-1-e | 22163-77-5Available | 2-Methylidene-3-oxobutanenitrile |
| (XXXVIII)638294-1-d,(XXXVIII)638294-1-e | 120315-65-3Available | 2-Methoxy-4-cyanobromobenzene |
OptimisedRoute 8Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-2-a | 1666-28-0Available | 4-Bromo-2-hydroxybenzoic acid |
| (II)638294-2-a | 139102-34-4Available | 2-Methoxy-4-bromobenzoic acid methyl ester |
| (III)638294-2-a | 43192-33-2Available | 4-Bromo-2-methoxybenzaldehyde |
| (IV)638294-2-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (V)638294-2-a | 5977-14-0Available | 3-Oxobutanamide |
| (VI)638294-2-a | 2087452-79-5Available | (2E)-2-[(4-Cyano-2-methoxyphenyl)methylidene]-3-oxobutanamide |
| (VII)638294-2-a | 2087452-80-8Available | (2Z)-2-[(4-Cyano-2-methoxyphenyl)methylidene]-3-oxobutanamide |
| (VIII)638294-2-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (IX)638294-2-a | 2087452-81-9Available | 4-(4-Cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxamide |
| (X)638294-2-a | 78-39-7Available | 1,1,1-Triethoxyethane |
| (XI)638294-2-a | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (XII)638294-2-a | 41935-71-1Available | 2,4-Dihydroxy-5-methylpyridine |
| (XIII)638294-2-a | 100-46-9Available | 1-Phenylmethylamine |
| (XIV)638294-2-a | 61190-99-6Available | 4-(Benzylamino)-5-methylpyridin-2(1H)-one |
OptimisedRoute 9Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-3-a,(I)638294-3-b | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (II)638294-3-a | 75-03-6Available | 1-Iodoethane |
| (III)638294-3-a | 1545905-35-8Available | 2-Ethoxy-5-methylpyridin-4-amine |
| (IV)638294-3-a | 2569527-38-2Available | N-(2-Ethoxy-5-methylpyridin-4-yl)-2,2-dimethylpropanamide |
| (V)638294-3-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (VI)638294-3-a | 2569527-39-3Available | N-[3-[(4-Cyano-2-methoxyphenyl)(hydroxy)methyl]-2-ethoxy-5-methylpyridin-4-yl]-2,2-dimethylpropanamide |
| (VII)638294-3-a | 2569527-40-6Available | 4-[(4-Amino-2-ethoxy-5-methylpyridin-3-yl)(hydroxy)methyl]-3-methoxybenzonitrile |
| (VIII)638294-3-a | 5977-14-0Available | 3-Oxobutanamide |
| (IX)638294-3-a,(IX)638294-3-b | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (X)638294-3-a | 2084136-51-4Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,6-naphthyridine-3-carboxamide |
| (A)638294-3-a | - | (aS)-10,16-Di(anthracen-9-yl)-13-hydroxy-12,14-dioxa-13lambda5-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene 13-oxide |
OptimisedRoute 10Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-3-a,(I)638294-3-b | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (IX)638294-3-a,(IX)638294-3-b | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (XI)638294-3-b | 43192-33-2Available | 4-Bromo-2-methoxybenzaldehyde |
| (XII)638294-3-b | 2469-99-0Available | 1-Cyano-2-propanone |
| (XIII)638294-3-b | - | 4-(4-Bromo-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carbonitrile |
| (XIV)638294-3-b | 122-51-0Available | (Diethoxymethoxy)ethane |
| (XV)638294-3-b | - | 4-(4-Bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carbonitrile |
| (XVI)638294-3-b | - | 4-(4-Bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 11Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-4-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (II)638294-4-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (III)638294-4-a | 105-53-3Available | Carbethoxyacetic ester |
| (IV)638294-4-a | 2764833-06-7Available | Ethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (V)638294-4-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VI)638294-4-a | 2764833-07-8Available | Ethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VII)638294-4-a | 2764833-08-9Available | 4-(5-Ethoxy-3-formyl-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-4-yl)-3-methoxybenzonitrile |
| (VIII)638294-4-a | 2764833-09-0Available | Ethyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (A)638294-4-a | 2135478-70-3Available | (5aR,10bS)-2-(2,6-Dimethoxyphenyl)-6,10b-dihydro-4H,5aH-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-2-ium tetrafluoridoborate(1-) |
OptimisedRoute 12Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-5-a | 5394-63-8Available | 2,2-Dimethyl-6-methyl-1,3-dioxin-4-one |
| (IIa)638294-5-a | 61312-32-1Available | (4-Methylphenyl)methyl 3-oxobutanoate |
| (IIb)638294-5-a | 5396-89-4Available | 3-Oxobutyric acid benzyl ester |
| (IIc)638294-5-a | 1694-31-1Available | 1,1-Dimethylethyl 3-oxobutanoate |
| (IId)638294-5-a | 2974322-13-7Available | Bicyclo[2.2.1]hept-5-en-2-yl 3-oxobutanoate |
| (IIe)638294-5-a | 174654-67-2Available | 2-(4-Nitrophenyl)ethyl 3-oxobutanoate |
| (III)638294-5-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (IVa)638294-5-a | - | (4-Methylphenyl)methyl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IVb)638294-5-a | - | 2-[(4-Cyano-2-methoxyphenyl)methylene]-3-oxobutanoic acid phenylmethyl ester |
| (IVc)638294-5-a | - | tert-Butyl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IVd)638294-5-a | - | Bicyclo[2.2.1]hept-5-en-2-yl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IVe)638294-5-a | - | 2-(4-Nitrophenyl)ethyl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (V)638294-5-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VIa)638294-5-a | - | (4-Methylphenyl)methyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VIb)638294-5-a | 2389020-00-0Available | Benzyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VIc)638294-5-a | - | tert-Butyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VId)638294-5-a | - | Bicyclo[2.2.1]hept-5-en-2-yl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VIe)638294-5-a | - | 2-(4-Nitrophenyl)ethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VIIa)638294-5-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIIb)638294-5-a | 78-39-7Available | 1,1,1-Triethoxyethane |
| (VIIIa)638294-5-a | - | (4-Methylphenyl)methyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIIb)638294-5-a,(VIIIb)638294-5-b | - | Benzyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIIc)638294-5-a | - | tert-Butyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIId)638294-5-a,(VIIId)638294-5-b | - | 2-(4-Nitrophenyl)ethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IXa)638294-5-a | - | (4-Methylphenyl)methyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IXb)638294-5-a | - | Benzyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IXc)638294-5-a | - | tert-Butyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IXd)638294-5-a | - | Bicyclo[2.2.1]hept-5-en-2-yl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IXe)638294-5-a | - | 2-(4-Nitrophenyl)ethyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-5-a,(X)638294-5-b | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (XIa)638294-5-a | - | Benzyl (4S)-4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (XIb)638294-5-a | - | Bicyclo[2.2.1]hept-5-en-2-yl (4S)-4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
OptimisedRoute 13Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (VIIIb)638294-5-a,(VIIIb)638294-5-b | - | Benzyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIId)638294-5-a,(VIIId)638294-5-b | - | 2-(4-Nitrophenyl)ethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-5-a,(X)638294-5-b | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (XII)638294-5-b | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (XIII)638294-5-b | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 14Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-6-a | 43192-33-2Available | 4-Bromo-2-methoxybenzaldehyde |
| (II)638294-6-a | 65193-87-5Available | 2-Cyanoethyl 3-oxobutanoate |
| (III)638294-6-a | - | 2-Cyanoethyl (2Z)-2-[(4-bromo-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IV)638294-6-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (V)638294-6-a | - | 2-Cyanoethyl 4-(4-bromo-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VI)638294-6-a | - | 2-Cyanoethyl (4S)-4-(4-bromo-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VII)638294-6-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIII)638294-6-a | - | 2-Cyanoethyl (4S)-4-(4-bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IX)638294-6-a | - | (4S)-4-(4-Bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (X)638294-6-a | - | (4S)-4-(4-Bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 15Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-7-a | 5977-14-0Available | 3-Oxobutanamide |
| (II)638294-7-a | - | N-Boc-acetoacetamide |
| (III)638294-7-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (IV)638294-7-a | - | N-Boc-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanamide |
| (V)638294-7-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VI)638294-7-a | - | tert-Butyl [4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carbonyl]carbamate |
| (VII)638294-7-a | 110-71-4Available | 1,2-Dimethoxyethane |
| (VIII)638294-7-a | - | (±)-tert-Butyl [4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carbonyl]carbamate |
| (IX)638294-7-a | - | tert-Butyl [(4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carbonyl]carbamate |
OptimisedRoute 16Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-8-a | 1050477-43-4Available | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (II)638294-8-a | - | 2-Cyanoethyl (4S)-4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (III)638294-8-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (IV)638294-8-a | 2640574-73-6Available | 2-Cyanoethyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (V)638294-8-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (VI)638294-8-a | 1050477-44-5Available | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VII)638294-8-a | - | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,6-naphthyridine-3-carboxylate |
OptimisedRoute 17Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-9-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (II)638294-9-a | 58547-15-2Available | 2,2,2-Trichloroethyl 3-oxobutanoate |
| (III)638294-9-a | - | 2,2,2-Trichloroethyl (2Z)-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IV)638294-9-a | - | 2,2,2-Trichloroethyl (2E)-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (V)638294-9-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VI)638294-9-a | - | 2,2,2-Trichloroethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VII)638294-9-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIII)638294-9-a | - | 2,2,2-Trichloroethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IX)638294-9-a | - | 2,2,2-Trichloroethyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-9-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 18Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-10-a | 43192-33-2Available | 4-Bromo-2-methoxybenzaldehyde |
| (II)638294-10-a,(II)638294-10-b | 105-45-3Available | 1-Methoxybutane-1,3-dione |
| (III)638294-10-a | - | Methyl (2Z)-2-[(4-bromo-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IV)638294-10-a,(IV)638294-10-b | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (V)638294-10-a | - | Methyl 4-(4-bromo-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VI)638294-10-a,(VI)638294-10-b | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VII)638294-10-a | - | Methyl 4-(4-bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIII)638294-10-a | - | Methyl (4S)-4-(4-bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IX)638294-10-a,(IX)638294-10-b | - | Methyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-10-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 19Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (II)638294-10-a,(II)638294-10-b | 105-45-3Available | 1-Methoxybutane-1,3-dione |
| (IV)638294-10-a,(IV)638294-10-b | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VI)638294-10-a,(VI)638294-10-b | 122-51-0Available | (Diethoxymethoxy)ethane |
| (IX)638294-10-a,(IX)638294-10-b | - | Methyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (XI)638294-10-b | 105942-10-7Available | 3-Fluoro-4-formylbenzonitrile |
| (XII)638294-10-b | - | Methyl 2-[(4-cyano-2-fluorophenyl)methylidene]-3-oxobutanoate |
| (XIII)638294-10-b | - | Methyl 4-(4-cyano-2-fluorophenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (XIV)638294-10-b | - | Methyl 4-(4-cyano-2-fluorophenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (XV)638294-10-b | - | Methyl (4S)-4-(4-cyano-2-fluorophenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (XVI)638294-10-b | 124-41-4Available | Natrium methoxide |
OptimisedRoute 20Steps 8 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-11-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (II)638294-11-a | 22502-03-0Available | 2-Methoxyethyl 3-oxobutanoate |
| (III)638294-11-a | - | 2-Methoxyethyl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IV)638294-11-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (V)638294-11-a | - | 2-Methoxyethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VI)638294-11-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VII)638294-11-a | - | 2-Methoxyethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIII)638294-11-a | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (IX)638294-11-a | - | 4-[5-Ethoxy-3-(1H-imidazole-1-carbonyl)-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
| (X)638294-11-a | - | (2S,3S)-2,3-Bis[(4-methylbenzoyl)oxy]butanedioic acid (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid (1/1) |
| (XIa)638294-11-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (XIb)638294-11-a | - | (2S,3S)-2,3-Bis(benzoyloxy)butanedioic acid (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 21Steps 8 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-12-a | 56-45-1Available | (S)-2-Amino-3-hydroxypropanoic acid |
| (II)638294-12-a | 26348-61-8Available | (S)-Ethyl 2-amino-3-hydroxypropanoate hydrochloride |
| (III)638294-12-a | 70930-18-6Available | (S)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate |
| (IV)638294-12-a | 5394-63-8Available | 2,2-Dimethyl-6-methyl-1,3-dioxin-4-one |
| (V)638294-12-a | - | (2S)-2-[(tert-Butoxycarbonyl)amino]-3-ethoxy-3-oxopropyl 3-oxobutanoate |
| (VI)638294-12-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (VII)638294-12-a | - | (2S)-2-[(tert-Butoxycarbonyl)amino]-3-ethoxy-3-oxopropyl-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (VIII)638294-12-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (IX)638294-12-a | - | (2S)-2-[(tert-Butoxycarbonyl)amino]-3-ethoxy-3-oxopropyl 4-(4-cyano-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-12-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (XI)638294-12-a | - | (2S)-2-[(tert-Butoxycarbonyl)amino]-3-ethoxy-3-oxopropyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (XII)638294-12-a | - | (2S)-2-[(tert-Butoxycarbonyl)amino]-3-ethoxy-3-oxopropyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,6-naphthyridine-3-carboxylate |
| (XIII)638294-12-a | - | (2S)-2-[(tert-Butoxycarbonyl)amino]-3-ethoxy-3-oxopropyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
OptimisedRoute 22Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-13-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (IIa)638294-13-a | 51719-12-1Available | N-(4-Methoxybenzyl)acetoacetamide |
| (IIb)638294-13-a | 882-36-0Available | 3-Oxo-N-(phenylmethyl)butanamide |
| (IIIa)638294-13-a | - | 2-[(4-Cyano-2-methoxyphenyl)methylidene]-N-[(4-methoxyphenyl)methyl]-3-oxobutanamide |
| (IIIb)638294-13-a | - | N-Benzyl-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanamide |
| (IV)638294-13-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (Va)638294-13-a | - | 4-(4-Cyano-2-methoxyphenyl)-N-[(4-methoxyphenyl)methyl]-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxamide |
| (Vb)638294-13-a | - | N-Benzyl-4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxamide |
| (VI)638294-13-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIIa)638294-13-a | - | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-N-[(4-methoxyphenyl)methyl]-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (VIIb)638294-13-a | - | N-Benzyl-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (VIII)638294-13-a | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (IX)638294-13-a | 100-46-9Available | 1-Phenylmethylamine |
| (Xa)638294-13-a | - | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-N-[(4-methoxyphenyl)methyl]-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (Xb)638294-13-a | - | (4S)-N-Benzyl-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 23Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-14-a | 43192-33-2Available | 4-Bromo-2-methoxybenzaldehyde |
| (II)638294-14-a | 5977-14-0Available | 3-Oxobutanamide |
| (III)638294-14-a | - | (2Z)-2-[(4-Bromo-2-methoxyphenyl)methylidene]-3-oxobutanamide |
| (IV)638294-14-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (V)638294-14-a | - | 4-(4-Bromo-2-methoxyphenyl)-2,5-dihydroxy-2,8-dimethyl-1,2,3,4-tetrahydro-1,6-naphthyridine-3-carboxamide |
| (VI)638294-14-a | - | 4-(4-Bromo-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (VII)638294-14-a | 75-03-6Available | 1-Iodoethane |
| (VIII)638294-14-a | - | 4-(4-Bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (IX)638294-14-a | - | (4S)-4-(4-Bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 24Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-15-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (II)638294-15-a | 29816-98-6Available | 2,2,2-Trifluoroethyl 3-oxobutanoate |
| (III)638294-15-a | - | 2,2,2-Trifluoroethyl 2-[(4-cyano-2-methoxyphenyl)methylene]-3-oxo-butanoate |
| (IV)638294-15-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (V)638294-15-a | - | 2,2,2-Trifluoroethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VI)638294-15-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VII)638294-15-a | - | 2,2,2-Trifluoroethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIII)638294-15-a | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 25Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-16-a | 165336-55-0Available | 1-[(4S)-4-Benzyl-2-oxo-1,3-oxazolidin-3-yl]butane-1,3-dione |
| (II)638294-16-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (III)638294-16-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (IV)638294-16-a | - | 4-[(4S)-3-[(4S)-4-Benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
| (Va)638294-16-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (Vb)638294-16-a | 78-39-7Available | 1,1,1-Triethoxyethane |
| (VI)638294-16-a | - | 4-[(4S)-3-[(4S)-4-Benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
| (VII)638294-16-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 26Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-17-a | 65193-87-5Available | 2-Cyanoethyl 3-oxobutanoate |
| (II)638294-17-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (III)638294-17-a | 1870824-80-8Available | 2-Cyanoethyl (2Z)-2-[(4-cyano-2-methoxyphenyl)methylene]-3-oxobutanoate |
| (IV)638294-17-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (V)638294-17-a | 1050477-43-4Available | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VI)638294-17-a | - | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,6-naphthyridine-3-carboxylate |
| (VII)638294-17-a | - | 2-Cyanoethyl (4S)-4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VIIIa)638294-17-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIIIb)638294-17-a | 78-39-7Available | 1,1,1-Triethoxyethane |
| (IX)638294-17-a,(IX)638294-17-b | 2640574-73-6Available | 2-Cyanoethyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
OptimisedRoute 27Steps 2 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (IX)638294-17-a,(IX)638294-17-b | 2640574-73-6Available | 2-Cyanoethyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-17-b | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 28Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-18-a | 5394-63-8Available | 2,2-Dimethyl-6-methyl-1,3-dioxin-4-one |
| (IIa)638294-18-a | 61312-84-3Available | (4-Nitrophenyl)methyl 3-oxobutanoate |
| (IIb)638294-18-a | 61312-35-4Available | (4-Methoxyphenyl)methyl 3-oxobutanoate |
| (III)638294-18-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (IVa)638294-18-a | - | (4-Nitrophenyl)methyl (2E)-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IVb)638294-18-a | - | (4-Methoxyphenyl)methyl (2E)-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (V)638294-18-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VIa)638294-18-a | - | (4-Nitrophenyl)methyl 4-(4-cyano-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIb)638294-18-a | - | (4-Methoxyphenyl)methyl 4-(4-cyano-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VII)638294-18-a | - | (4-Nitrophenyl)methyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIIa)638294-18-a | 78-39-7Available | 1,1,1-Triethoxyethane |
| (VIIIb)638294-18-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (IXa)638294-18-a | - | (4-Nitrophenyl)methyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IXb)638294-18-a | - | (4-Methoxyphenyl)methyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (Xa)638294-18-a | - | (4-Nitrophenyl)methyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (Xb)638294-18-a | - | (4-Methoxyphenyl)methyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (XI)638294-18-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 29Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-19-a | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (II)638294-19-a | 5470-11-1Available | Amino alcohol hydrochloride |
| (III)638294-19-a | - | 5-Ethoxy-4-[4-[(hydroxyimino)methyl]-2-methoxyphenyl]-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (IV)638294-19-a | - | (4S)-5-Ethoxy-4-[4-[(hydroxyimino)methyl]-2-methoxyphenyl]-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 30Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-20-a | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (II)638294-20-a | - | 4-[5-Ethoxy-3-(1H-imidazole-1-carbonyl)-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
| (III)638294-20-a | - | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-N-[(1S)-1-phenylethyl]-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (IV)638294-20-a | - | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-N-[(1S)-1-phenylethyl]-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 31Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-21-a | 102029-44-7Available | (R)-4-(Phenylmethyl)-2-oxazolidinone |
| (II)638294-21-a | 674-82-8Available | 3-Hydroxy 3-butenoic acid beta-lactone |
| (III)638294-21-a | - | 1-[(4R)-4-Benzyl-2-oxo-1,3-oxazolidin-3-yl]butane-1,3-dione |
| (IV)638294-21-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (V)638294-21-a | - | 4-[2-[(4R)-4-Benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]-3-oxobut-1-en-1-yl]-3-methoxybenzonitrile |
| (VI)638294-21-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VII)638294-21-a | - | 4-[3-[(4R)-4-Benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
| (VIII)638294-21-a | - | 4-[(4S)-3-[(4R)-4-Benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
| (IX)638294-21-a | 78-39-7Available | 1,1,1-Triethoxyethane |
| (X)638294-21-a | - | 4-[(4S)-3-[(4R)-4-Benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
OptimisedRoute 32Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-22-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (IIa)638294-22-a | - | 3-Ethoxy-3-oxopropyl 3-oxobutanoate |
| (IIb)638294-22-a | - | 4-Ethoxy-4-oxobutan-2-yl 3-oxobutanoate |
| (IIc)638294-22-a | - | (2R)-4-Ethoxy-4-oxobutan-2-yl 3-oxobutanoate |
| (IIIa)638294-22-a | - | 3-Ethoxy-3-oxopropyl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IIIb)638294-22-a | - | 4-Ethoxy-4-oxobutan-2-yl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IIIc)638294-22-a | - | (2R)-4-Ethoxy-4-oxobutan-2-yl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IV)638294-22-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (Va)638294-22-a | - | 3-Ethoxy-3-oxopropyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (Vb)638294-22-a | - | 4-Ethoxy-4-oxobutan-2-yl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (Vc)638294-22-a | - | (2R)-4-Ethoxy-4-oxobutan-2-yl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VI)638294-22-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIIa)638294-22-a | - | 3-Ethoxy-3-oxopropyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIb)638294-22-a | - | 4-Ethoxy-4-oxobutan-2-yl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIc)638294-22-a | - | (2R)-4-Ethoxy-4-oxobutan-2-yl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIIa)638294-22-a | - | 3-Ethoxy-3-oxopropyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIIb)638294-22-a | - | 4-Ethoxy-4-oxobutan-2-yl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIIc)638294-22-a | - | (2R)-4-Ethoxy-4-oxobutan-2-yl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IX)638294-22-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 33Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-23-a | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (II)638294-23-a | - | 2,5-Dioxopyrrolidin-1-yl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (III)638294-23-a | - | 2,5-Dioxopyrrolidin-1-yl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
OptimisedRoute 34Steps 1 · Total yield /
OptimisedRoute 35Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-24-a | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (II)638294-24-a | - | Pentafluorophenyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (III)638294-24-a | - | Pentafluorophenyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
Frequently asked questions
What are the approved indications of Finerenone?
Approved indications include: 收缩性心力衰竭, 舒张期心力衰竭, 心脏衰竭, 慢性肾功能不全, 糖尿病肾病, 二型糖尿病, 心肌梗塞, 心脏性猝死.
When does the Finerenone patent expire?
Based on public sources, the Finerenone patent expires in 2030.
How many synthesis routes are recorded for Finerenone?
35 synthesis routes are recorded; the shortest is 1 steps with / total yield. Intermediates in each route carry codes and CAS numbers.
Where can I buy Finerenone intermediates?
96 intermediate CAS of Finerenone are available through the Unibest supply network — see the route tables on this page and request a quote per CAS.
How do I get a quote for Finerenone intermediates?
Open the CAS profile of the target intermediate from this page, or submit an RFQ directly — the CAS enters the matching flow automatically and the supply network responds with quotes.
Source: cross-verified data (structured fields only) · 2026-09-24