(R)-tert-butyl 1-(5-bromo-3-(3-chloro-4-fluorobenzamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate

Base Information

Chemical Name:(R)-tert-butyl 1-(5-bromo-3-(3-chloro-4-fluorobenzamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate
CAS No.:1196508-97-0
Molecular Formula:C₂₄H₂₆BrClFN₅O₃
Molecular Weight:566.858
Hs Code.:

Synonyms:(R)-tert-butyl 1-(5-bromo-3-(3-chloro-4-fluorobenzamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate

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Chemical Property of (R)-tert-butyl 1-(5-bromo-3-(3-chloro-4-fluorobenzamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate

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Technology Process of (R)-tert-butyl 1-(5-bromo-3-(3-chloro-4-fluorobenzamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate

There total 6 articles about (R)-tert-butyl 1-(5-bromo-3-(3-chloro-4-fluorobenzamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate 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: 31.0%

: 309956-78-3,172603-05-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 1196508-96-9
N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-chloro-4-fluorobenzamide

: 1196508-97-0
(R)-tert-butyl 1-(5-bromo-3-(3-chloro-4-fluorobenzamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate

Guidance literature:: In butan-1-ol; at 155 ℃; for 16h;

Reference yield:

: 1172067-95-6
5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridine

: 1196508-97-0
(R)-tert-butyl 1-(5-bromo-3-(3-chloro-4-fluorobenzamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: nitric acid / 0.5 h / 0 °C

2.1: hydrogenchloride; tin(ll) chloride / 0 - 20 °C

2.2: pH 7

3.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine / dichloromethane / 2 h / 20 °C

3.2: 0.17 h

4.1: butan-1-ol / 16 h / 155 °C

With hydrogenchloride; nitric acid; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; tin(ll) chloride; In dichloromethane; butan-1-ol;

Reference yield:

: 640735-25-7
4-fluoro-1-[tris(propan-2-yl)silyl]-1H-pyrrolo[2,3-b]pyridine

: 1196508-97-0
(R)-tert-butyl 1-(5-bromo-3-(3-chloro-4-fluorobenzamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / -78 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C

3.1: nitric acid / 0.5 h / 0 °C

4.1: hydrogenchloride; tin(ll) chloride / 0 - 20 °C

4.2: pH 7

5.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine / dichloromethane / 2 h / 20 °C

5.2: 0.17 h

6.1: butan-1-ol / 16 h / 155 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; sec.-butyllithium; nitric acid; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; tin(ll) chloride; In tetrahydrofuran; dichloromethane; cyclohexane; butan-1-ol;