6-bromo-2-ethyl-5-{[2-(3-methoxyphenyl)ethylcarbamoyl]methyl}-1H-indole-3-carboxylic acid ethyl ester

Base Information

Chemical Name:6-bromo-2-ethyl-5-{[2-(3-methoxyphenyl)ethylcarbamoyl]methyl}-1H-indole-3-carboxylic acid ethyl ester
CAS No.:635680-22-7
Molecular Formula:C₂₄H₂₇BrN₂O₄
Molecular Weight:487.393
Hs Code.:

Synonyms:6-bromo-2-ethyl-5-{[2-(3-methoxyphenyl)ethylcarbamoyl]methyl}-1H-indole-3-carboxylic acid ethyl ester

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Chemical Property of 6-bromo-2-ethyl-5-{[2-(3-methoxyphenyl)ethylcarbamoyl]methyl}-1H-indole-3-carboxylic acid ethyl ester

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Technology Process of 6-bromo-2-ethyl-5-{[2-(3-methoxyphenyl)ethylcarbamoyl]methyl}-1H-indole-3-carboxylic acid ethyl ester

There total 6 articles about 6-bromo-2-ethyl-5-{[2-(3-methoxyphenyl)ethylcarbamoyl]methyl}-1H-indole-3-carboxylic acid ethyl ester 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: 89.0%

: 635680-19-2
6-bromo-5-carboxymethyl-2-ethyl-1H-indole-3-carboxylic acid ethyl ester

: 2039-67-0
2-(3-methoxyphenyl)-1-ethanamine

: 635680-22-7
6-bromo-2-ethyl-5-{[2-(3-methoxyphenyl)ethylcarbamoyl]methyl}-1H-indole-3-carboxylic acid ethyl ester

Guidance literature:: 6-bromo-5-carboxymethyl-2-ethyl-1H-indole-3-carboxylic acid ethyl ester; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 - 60 ℃; for 2h;

2-(3-methoxyphenyl)-1-ethanamine; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

: 405267-73-4
(4-amino-3-iodophenyl)acetic acid ethyl ester

: 635680-22-7
6-bromo-2-ethyl-5-{[2-(3-methoxyphenyl)ethylcarbamoyl]methyl}-1H-indole-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluenesulfonic acid / benzene / Heating; Dean-Stark conditions

2.1: 68 percent / Pd(OAc)2; tripropylamine / dimethylformamide / 1 h / 120 °C

3.1: 67 percent / acetic acid; Br₂ / 0.17 h / 5 °C

4.1: 76 percent / KOH; water / ethanol / 48 h / 45 °C

5.1: carbonyl diimidazole / tetrahydrofuran / 2 h / 20 - 60 °C

5.2: 89 percent / tetrahydrofuran / 1 h / 20 °C

With tri-n-propylamine; palladium diacetate; potassium hydroxide; o-toluenesulfonic acid; water; bromine; acetic acid; 1,1'-carbonyldiimidazole; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; benzene;

Reference yield:

: (E)-3-(4-Ethoxycarbonylmethyl-2-iodo-phenylamino)-pent-2-enoic acid ethyl ester

: 635680-22-7
6-bromo-2-ethyl-5-{[2-(3-methoxyphenyl)ethylcarbamoyl]methyl}-1H-indole-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 68 percent / Pd(OAc)2; tripropylamine / dimethylformamide / 1 h / 120 °C

2.1: 67 percent / acetic acid; Br₂ / 0.17 h / 5 °C

3.1: 76 percent / KOH; water / ethanol / 48 h / 45 °C

4.1: carbonyl diimidazole / tetrahydrofuran / 2 h / 20 - 60 °C

4.2: 89 percent / tetrahydrofuran / 1 h / 20 °C

With tri-n-propylamine; palladium diacetate; potassium hydroxide; water; bromine; acetic acid; 1,1'-carbonyldiimidazole; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;