4-[[4-(2-amino-2-oxoethyl)isoquinolin-1-yl]methyl]-N-[2-(4-chlorophenyl)ethyl]benzamide

Base Information

Chemical Name:4-[[4-(2-amino-2-oxoethyl)isoquinolin-1-yl]methyl]-N-[2-(4-chlorophenyl)ethyl]benzamide
CAS No.:1233249-29-0
Molecular Formula:C₂₇H₂₄ClN₃O₂
Molecular Weight:457.959
Hs Code.:

Synonyms:4-[[4-(2-amino-2-oxoethyl)isoquinolin-1-yl]methyl]-N-[2-(4-chlorophenyl)ethyl]benzamide

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Chemical Property of 4-[[4-(2-amino-2-oxoethyl)isoquinolin-1-yl]methyl]-N-[2-(4-chlorophenyl)ethyl]benzamide

Chemical Property:

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Technology Process of 4-[[4-(2-amino-2-oxoethyl)isoquinolin-1-yl]methyl]-N-[2-(4-chlorophenyl)ethyl]benzamide

There total 13 articles about 4-[[4-(2-amino-2-oxoethyl)isoquinolin-1-yl]methyl]-N-[2-(4-chlorophenyl)ethyl]benzamide 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: 96.0%

: 1233248-29-7
2-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]acetic acid

: 1233249-29-0
4-[[4-(2-amino-2-oxoethyl)isoquinolin-1-yl]methyl]-N-[2-(4-chlorophenyl)ethyl]benzamide

Guidance literature:: 2-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]acetic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 2h;

With ammonia; In tetrahydrofuran; for 1h;
DOI:10.1248/cpb.c13-00980

Reference yield:

: 1233249-89-2
tributyl-[[4-[(2-methylpropan-2-yl)oxycarbonyl]phenyl]methyl]phosphanium bromide

: 1233249-29-0
4-[[4-(2-amino-2-oxoethyl)isoquinolin-1-yl]methyl]-N-[2-(4-chlorophenyl)ethyl]benzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / -30 - 50 °C

1.2: 2 h / 60 °C

1.3: pH 5

2.1: sodium hydroxide; water / tetrahydrofuran / 2.5 h / 50 °C

2.2: pH 5

3.1: oxalyl dichloride / N,N-dimethyl-formamide; chloroform / 1.17 h / Cooling with ice

3.2: 3 h / Cooling with ice

4.1: trifluoroacetic acid / chloroform / 4 h / 20 °C / Cooling with ice

4.2: pH 5 / Cooling with ice

5.1: oxalyl dichloride / N,N-dimethyl-formamide; chloroform / 1 h / Cooling with ice

5.2: 1 h / Cooling with ice

6.1: sodium hydroxide; water / tetrahydrofuran / 2.5 h / 20 °C / Cooling with ice

6.2: pH 5

7.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 20 °C

7.2: 1 h / 20 °C

With oxalyl dichloride; water; sodium hexamethyldisilazane; 1,1'-carbonyldiimidazole; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;

Reference yield:

: 108052-76-2
4-(bromomethyl)benzoic acid 1,1-dimethylethyl ester

: 1233249-29-0
4-[[4-(2-amino-2-oxoethyl)isoquinolin-1-yl]methyl]-N-[2-(4-chlorophenyl)ethyl]benzamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: toluene / 1.17 h / 60 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / -30 - 50 °C

2.2: 2 h / 60 °C

2.3: pH 5

3.1: sodium hydroxide; water / tetrahydrofuran / 2.5 h / 50 °C

3.2: pH 5

4.1: oxalyl dichloride / N,N-dimethyl-formamide; chloroform / 1.17 h / Cooling with ice

4.2: 3 h / Cooling with ice

5.1: trifluoroacetic acid / chloroform / 4 h / 20 °C / Cooling with ice

5.2: pH 5 / Cooling with ice

6.1: oxalyl dichloride / N,N-dimethyl-formamide; chloroform / 1 h / Cooling with ice

6.2: 1 h / Cooling with ice

7.1: sodium hydroxide; water / tetrahydrofuran / 2.5 h / 20 °C / Cooling with ice

7.2: pH 5

8.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 20 °C

8.2: 1 h / 20 °C

With oxalyl dichloride; water; sodium hexamethyldisilazane; 1,1'-carbonyldiimidazole; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide; toluene;