tert-butyl 5-bromo-3-[(1S)-1-(2-chloro-3-fluoro-6-hydroxyphenyl)(2,2,2-2H₃)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 5-bromo-3-[(1S)-1-(2-chloro-3-fluoro-6-hydroxyphenyl)(2,2,2-2H₃)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate
• CAS No.: 1350325-26-6
• Molecular Formula: C₂₀H₁₉BrClFN₂O₃
• Molecular Weight: 472.714

Synonyms:tert-butyl 5-bromo-3-[(1S)-1-(2-chloro-3-fluoro-6-hydroxyphenyl)(2,2,2-2H₃)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Chemical Property of tert-butyl 5-bromo-3-[(1S)-1-(2-chloro-3-fluoro-6-hydroxyphenyl)(2,2,2-2H₃)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

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Technology Process of tert-butyl 5-bromo-3-[(1S)-1-(2-chloro-3-fluoro-6-hydroxyphenyl)(2,2,2-2H₃)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

There total 4 articles about tert-butyl 5-bromo-3-[(1S)-1-(2-chloro-3-fluoro-6-hydroxyphenyl)(2,2,2-2H₃)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C25H24(2)H3BrClFN2O5 → tert-butyl 5-bromo-3-[(1S)-1-(2-chloro-3-fluoro-6-hydroxyphenyl)(2,2,2-2H3)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (1350325-26-6)

Guidance literature:

With piperidine; In dichloromethane; at 32 ℃;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 2-[(1S)-1-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)(2,2,2-2H3)ethyl]-3-chloro-4-fluorophenol (1350325-27-7) → tert-butyl 5-bromo-3-[(1S)-1-(2-chloro-3-fluoro-6-hydroxyphenyl)(2,2,2-2H3)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (1350325-26-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 5-bromo-3-[(1S)-1-(2-chloro-3-fluoro-6-hydroxyphenyl)(2,2,2-2H3)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (1350325-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran / 0 °C

2: piperidine / dichloromethane / 32 °C

With piperidine; sodium hydride; In tetrahydrofuran; dichloromethane;

upstream raw materials:

di-tert-butyl dicarbonate

2-[(1S)-1-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)(2,2,2-2H₃)ethyl]-3-chloro-4-fluorophenol

Downstream raw materials:

trans-4-(4-{3-[(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl](2,2,2-2H₃)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanol

tert-butyl 5-bromo-3-[(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl](2,2,2-2H₃)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

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