N-(5-amino-2-methylphenyl)-4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

Base Information

Chemical Name:N-(5-amino-2-methylphenyl)-4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxamide
CAS No.:1086423-52-0
Molecular Formula:C₁₅H₁₃ClN₄O
Molecular Weight:300.747
Hs Code.:

Synonyms:N-(5-amino-2-methylphenyl)-4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

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Chemical Property of N-(5-amino-2-methylphenyl)-4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

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Technology Process of N-(5-amino-2-methylphenyl)-4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

There total 9 articles about N-(5-amino-2-methylphenyl)-4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxamide 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:

: 55052-28-3
4-chloro-7-azaindole

: 1086423-52-0
N-(5-amino-2-methylphenyl)-4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: -78 - 20 °C

2.1: sec.-butyllithium / tetrahydrofuran / 0.75 h / -78 °C

2.2: 2 h

2.3: pH 2

3.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

5.1: sodium hydroxide; water / methanol / 4 h / 20 °C

6.1: trifluoroacetic acid / chloroform / 6 h / 20 °C

With sodium hydroxide; n-butyllithium; oxalyl dichloride; water; sec.-butyllithium; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform;

Reference yield:

: 1086423-49-5
{3-[(4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carbonyl)-amino]-4-methyl-phenyl}-carbamic acid tert-butyl ester

: 1086423-52-0
N-(5-amino-2-methylphenyl)-4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

Guidance literature:: {3-[(4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carbonyl)-amino]-4-methyl-phenyl}-carbamic acid tert-butyl ester; With trifluoroacetic acid; In chloroform; at 20 ℃; for 6h;

With sodium carbonate; In water;

Reference yield:

: 630410-29-6
(4-methyl-3-nitro-phenyl)-carbamic acid tert-butyl ester

: 1086423-52-0
N-(5-amino-2-methylphenyl)-4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 3102.97 Torr

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

3: sodium hydroxide; water / methanol / 4 h / 20 °C

4: trifluoroacetic acid / chloroform / 6 h / 20 °C

With sodium hydroxide; water; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium 10% on activated carbon; In methanol; dichloromethane; chloroform;