CAS 1228779-96-1

5-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine

Codes：VENE-009

Application context (from source-drug indications)

急性髓细胞样白血病维奈克拉慢性淋巴细胞白血病维奈克拉

Source drugs (routes using this intermediate)

Drug	Tier	Expiry
维奈克拉Venetoclax	Tier B — Position early	2030

Position in synthesis routes (up/downstream chain)

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维奈克拉原研路线steps: 11total yield: 1.62 g

5-bromo-1H-pyrrolo[2,3-b]pyridine→5-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine→1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-5-ol→methyl 2,4-difluorobenzoate→methyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate→1-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine→methyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoate→5-bromo-1H-pyrrolo[2,3-b]pyridine→5-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine→methyl 4,4-dimethyl-2-oxocyclohexane-1-carboxylate→methyl 4,4-dimethyl-2-(((trifluoromethyl)sulfonyl)oxy)cyclohex-1-ene-1-carboxylate→(4-chlorophenyl)boronic acid→methyl 4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-carboxylate→(4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methanol→tert-butyl piperazine-1-carboxylate→tert-butyl 4-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine-1-carboxylate

维奈克拉优化路线steps: 9total yield: 32.00 g

5-bromo-1H-pyrrolo[2,3-b]pyridine→5-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine→(4-chlorophenyl)boronic acid→tert-butyl piperazine-1-carboxylate→tert-butyl 4-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine-1-carboxylate→4-bromo-2-fluoro-1-iodobenzene→VENE-018→1H-pyrrolo[2,3-b]pyridin-5-ol→tert-butyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-bromobenzoate→1-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine→4-(di-tert-butylphosphanyl)-N,N-dimethylaniline→tert-butyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoate→3,3-dimethylcyclohexanone→2-chloro-4,4-dimethylcyclohex-1-ene-1-carbaldehyde→4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-carbaldehyde

维奈克拉优化路线steps: 6total yield: 98.00 mg

methyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoate→5-bromo-1H-pyrrolo[2,3-b]pyridine→5-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine→1H-pyrrolo[2,3-b]pyridin-5-ol→methyl 2-fluoro-4-nitrobenzoate→methyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-nitrobenzoate→methyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-aminobenzoate→bis(2-chloroethyl)amine→methyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(piperazin-1-yl)benzoate→(4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl methanesulfonate

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Supplier	Product	Price band	MOQ	Lead time	Qualifications
Unibest Taizhou GMP-like Site	3-nitro-4-((tetrahydro-2H-pyran-4-yl)MethylaMino)benzenesulfonaMide Pharmaceutical Intermediates	询价	询价	询价	—

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