N-[2-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenylcarbamoyl)-benzo[b]thiophen-7-yl]-6-chloronicotinamide

Base Information

Chemical Name:N-[2-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenylcarbamoyl)-benzo[b]thiophen-7-yl]-6-chloronicotinamide
CAS No.:616238-60-9
Molecular Formula:C₂₇H₂₇ClN₄O₅S₂
Molecular Weight:587.12
Hs Code.:

Synonyms:N-[2-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenylcarbamoyl)-benzo[b]thiophen-7-yl]-6-chloronicotinamide

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Chemical Property of N-[2-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenylcarbamoyl)-benzo[b]thiophen-7-yl]-6-chloronicotinamide

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Technology Process of N-[2-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenylcarbamoyl)-benzo[b]thiophen-7-yl]-6-chloronicotinamide

There total 7 articles about N-[2-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenylcarbamoyl)-benzo[b]thiophen-7-yl]-6-chloronicotinamide 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: 41.0%

: 616238-80-3
7-[(6-chloro-pyridine-3-carbonyl)-amino]-benzo[b]thiophene-2-carboxylic acid

: 404010-35-1
N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methanesulfonamide

: 616238-60-9
N-[2-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenylcarbamoyl)-benzo[b]thiophen-7-yl]-6-chloronicotinamide

Guidance literature:: 7-[(6-chloro-pyridine-3-carbonyl)-amino]-benzo[b]thiophene-2-carboxylic acid; With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methanesulfonamide; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Further stages.;
DOI:10.1021/jm070415w

Reference yield:

: 34084-89-4
7-nitro-benzo[b]thiophene-2-carboxylic acid methyl ester

: 616238-60-9
N-[2-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenylcarbamoyl)-benzo[b]thiophen-7-yl]-6-chloronicotinamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / H₂ / Pd/C / ethyl acetate / 12 h / 20 °C / 760.05 Torr

2.1: triethylamine; BOPCl / CH₂Cl₂ / 0.25 h / 20 °C

2.2: 68 percent / CH₂Cl₂ / 12 h / 20 °C

3.1: 100 percent / aq. NaOH / tetrahydrofuran; methanol / 12 h / 20 °C

4.1: HOBt; EDC / dimethylformamide / 0.25 h / 20 °C

4.2: 41 percent / dimethylformamide / 12 h / 20 °C

With sodium hydroxide; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm070415w

Reference yield:

: 58755-57-0
2-chloro-3-nitrobenzaldehyde

: 616238-60-9
N-[2-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenylcarbamoyl)-benzo[b]thiophen-7-yl]-6-chloronicotinamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 94 percent / K₂CO₃ / dimethylformamide / 12 h / 0 - 20 °C

2.1: 98 percent / H₂ / Pd/C / ethyl acetate / 12 h / 20 °C / 760.05 Torr

3.1: triethylamine; BOPCl / CH₂Cl₂ / 0.25 h / 20 °C

3.2: 68 percent / CH₂Cl₂ / 12 h / 20 °C

4.1: 100 percent / aq. NaOH / tetrahydrofuran; methanol / 12 h / 20 °C

5.1: HOBt; EDC / dimethylformamide / 0.25 h / 20 °C

5.2: 41 percent / dimethylformamide / 12 h / 20 °C

With sodium hydroxide; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm070415w