4-bromo-1,3-dichloro-6-(2,4-dimethoxybenzyl)-9-oxo-6,9-dihydro-5H-pyrido[4,3-c]azepine-8-carboxylic acid ethyl ester

Base Information

Chemical Name:4-bromo-1,3-dichloro-6-(2,4-dimethoxybenzyl)-9-oxo-6,9-dihydro-5H-pyrido[4,3-c]azepine-8-carboxylic acid ethyl ester
CAS No.:815618-83-8
Molecular Formula:C₂₁H₁₉BrCl₂N₂O₅
Molecular Weight:530.202
Hs Code.:

Synonyms:4-bromo-1,3-dichloro-6-(2,4-dimethoxybenzyl)-9-oxo-6,9-dihydro-5H-pyrido[4,3-c]azepine-8-carboxylic acid ethyl ester

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Chemical Property of 4-bromo-1,3-dichloro-6-(2,4-dimethoxybenzyl)-9-oxo-6,9-dihydro-5H-pyrido[4,3-c]azepine-8-carboxylic acid ethyl ester

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Technology Process of 4-bromo-1,3-dichloro-6-(2,4-dimethoxybenzyl)-9-oxo-6,9-dihydro-5H-pyrido[4,3-c]azepine-8-carboxylic acid ethyl ester

There total 9 articles about 4-bromo-1,3-dichloro-6-(2,4-dimethoxybenzyl)-9-oxo-6,9-dihydro-5H-pyrido[4,3-c]azepine-8-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:

: (Z)-2-(5-Bromo-2,6-dichloro-4-chloromethyl-pyridine-3-carbonyl)-3-(2,4-dimethoxy-benzylamino)-acrylic acid ethyl ester

: 815618-83-8
4-bromo-1,3-dichloro-6-(2,4-dimethoxybenzyl)-9-oxo-6,9-dihydro-5H-pyrido[4,3-c]azepine-8-carboxylic acid ethyl ester

: 6-bromo-7-chloro-5-(chloromethyl)-1-(2,4-dimethoxybenzyl)-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxylic acid ethyl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/ol0481378

Reference yield:

: 5444-02-0
2,6-dihydroxy-3-cyano-4-methylpyrimidine

: 815618-83-8
4-bromo-1,3-dichloro-6-(2,4-dimethoxybenzyl)-9-oxo-6,9-dihydro-5H-pyrido[4,3-c]azepine-8-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 80.7 percent / 1,3-dibromo-5,5-dimethylhydantoin / CHCl₃ / Heating

2.1: phosphorus oxychloride / 24 h / 170 °C / 17065.9 Torr

3.1: sulfuric acid / 2 h / 120 °C

4.1: 98.1 percent / sodium nitrite; acetic acid; acetic anhydride / 20 °C

5.1: oxalyl chloride; N,N-dimethylformamide / CH₂Cl₂ / 4 h / 20 °C

6.1: magnesium chloride; triethylamine / acetonitrile / 2 h / 20 °C

6.2: 86.7 percent / acetonitrile; CH₂Cl₂ / 20 °C

7.1: acetic anhydride / 2 h / 130 °C

8.1: tetrahydrofuran / 1 h / 20 °C

9.1: sodium hydride / tetrahydrofuran / 0 - 20 °C

With oxalyl dichloride; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sulfuric acid; acetic anhydride; sodium hydride; acetic acid; triethylamine; N,N-dimethyl-formamide; magnesium chloride; sodium nitrite; trichlorophosphate; In tetrahydrofuran; dichloromethane; chloroform; acetonitrile;
DOI:10.1021/ol0481378

Reference yield:

: 815618-78-1
5-bromo-2,6-dichloro-4-(chloromethyl)nicotinonitrile

: 815618-83-8
4-bromo-1,3-dichloro-6-(2,4-dimethoxybenzyl)-9-oxo-6,9-dihydro-5H-pyrido[4,3-c]azepine-8-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: sulfuric acid / 2 h / 120 °C

2.1: 98.1 percent / sodium nitrite; acetic acid; acetic anhydride / 20 °C

3.1: oxalyl chloride; N,N-dimethylformamide / CH₂Cl₂ / 4 h / 20 °C

4.1: magnesium chloride; triethylamine / acetonitrile / 2 h / 20 °C

4.2: 86.7 percent / acetonitrile; CH₂Cl₂ / 20 °C

5.1: acetic anhydride / 2 h / 130 °C

6.1: tetrahydrofuran / 1 h / 20 °C

7.1: sodium hydride / tetrahydrofuran / 0 - 20 °C

With oxalyl dichloride; sulfuric acid; acetic anhydride; sodium hydride; acetic acid; triethylamine; N,N-dimethyl-formamide; magnesium chloride; sodium nitrite; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/ol0481378