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

Base Information

• Chemical Name: 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
• CAS No.: 1350325-25-5
• Molecular Formula: C₂₁H₁₉BrClF₃N₂O₃
• Molecular Weight: 522.722

Synonyms: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

Chemical Property of 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

Chemical Property:

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Technology Process of 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

There total 2 articles about 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 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:

ethyl 2-chloro-2,2-difluoroacetate (383-62-0) + 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) → 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 (1350325-25-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 4h;

Reference yield:

C25H24(2)H3BrClFN2O5 → 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 (1350325-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / dichloromethane / 32 °C

2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 70 °C

With piperidine; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

1-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1350324-24-1) + 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 (1350325-25-5) → C37H45(2)H3ClF3N4O4Si

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 95 ℃; for 2h;

upstream raw materials:

ethyl 2-chloro-2,2-difluoroacetate

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

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

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