CAS 1003-09-4

2-bromothiophene2-Bromothiophene

Codes：CANA-009、ACLI-002、Ticlopidine-017

Application context (from source-drug indications)

终末期肾脏病卡格列净/盐酸二甲双胍心脏和血管疾病卡格列净/盐酸二甲双胍腹主动脉瘤卡格列净/盐酸二甲双胍二型糖尿病卡格列净/盐酸二甲双胍慢性阻塞性肺疾病阿地溴铵/富马酸福莫特罗动脉闭塞性疾病盐酸噻氯匹定/银杏叶提取物脑血管疾病盐酸噻氯匹定/银杏叶提取物栓塞和血栓形成盐酸噻氯匹定/银杏叶提取物颈动脉狭窄盐酸噻氯匹定/银杏叶提取物

Source drugs (routes using this intermediate)

Drug	Tier	Expiry
卡格列净/盐酸二甲双胍Canagliflozin/Metformin Hydrochloride	Tier B — Position early	2029
阿地溴铵/富马酸福莫特罗Aclidinium Bromide/Formoterol Fumarate Dihydrate	Tier C — Watch / trade	-
盐酸噻氯匹定/银杏叶提取物Ticlopidine Hydrochloride/Ginkgo Biloba Leaf Dried Extract	Tier C — Watch / trade	-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

卡格列净/盐酸二甲双胍原研路线steps: 5total yield: /

2-(4-fluorophenyl)thiophene→2-bromothiophene→1-bromo-4-fluorobenzene→5-iodo-2-methylbenzoyl chloride→2-(4-fluorophenyl)-5-(5-iodo-2-methylbenzyl)thiophene→(2R,3R,4S,5R)-2-(acetoxymethyl)-6-oxotetrahydro-2H-pyran-3,4,5-triyl triacetate→(3R,4S,5R,6R)-6-(acetoxymethyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-2-hydroxytetrahydro-2H-pyran-3,4,5-triyl triacetate→(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

阿地溴铵/富马酸福莫特罗原研路线steps: 3total yield: 7.2 g

dimethyl oxalate→2-bromothiophene→methyl 2-hydroxy-2,2-di(thiophen-2-yl)acetate→(R)-quinuclidin-3-ol→(1S,3R,4S)-quinuclidin-3-yl 2-hydroxy-2,2-di(thiophen-2-yl)acetate→(3-bromopropoxy)benzene

盐酸噻氯匹定/银杏叶提取物优化路线steps: 3total yield: /

2-Bromothiophene→2-Iodothiophene→2-Chlorothiophene→2-Thienylmagnesium bromide→Iodido(thiophen-2-yl)magnesium→Chlorido(thiophen-2-yl)magnesium→1-(Triethylsilyl)aziridine→1-(Trimethylsilyl)aziridine→1-(4-Methylbenzene-1-sulfonyl)aziridine→1,1,1-Triethyl-N-[2-(thiophen-2-yl)ethyl]silanamine→1,1,1-Trimethyl-N-[2-(thiophen-2-yl)ethyl]silanamine→4-Methyl-N-[2-(thiophen-2-yl)ethyl]benzene-1-sulfonamide→2-(2-Thienyl)ethylamine<-fgf->2-(Thiophen-2-yl)ethanamine<-fgf->2-Thien-2-ylethanamine

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