ethyl 3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoate

Base Information

Chemical Name:ethyl 3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoate
CAS No.:1660146-57-5
Molecular Formula:C₃₀H₂₉ClN₂O₃
Molecular Weight:501.025
Hs Code.:

Synonyms:ethyl 3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoate

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Chemical Property of ethyl 3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoate

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Technology Process of ethyl 3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoate

There total 9 articles about ethyl 3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoate 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: 82.0%

: 1660146-56-4
4-[[4-(3-ethoxy-3-oxopropyl)isoquinolin-1-yl]methyl]benzoic acid

: 156-41-2
4-chlorophenylethylamine

: 1660146-57-5
ethyl 3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1248/cpb.c13-00980

Reference yield:

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

: 1660146-57-5
ethyl 3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: toluene / 1.17 h / 60 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 2.25 h / -30 - 50 °C

2.2: 2 h / 60 °C

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

4.1: borane-THF / tetrahydrofuran / 1 h / 0 - 20 °C

5.1: Dess-Martin periodane / chloroform / 1 h / 0 °C

6.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

6.2: 1 h

7.1: copper dichloride; sodium tetrahydroborate / methanol / 1 h / 0 °C

8.1: trifluoroacetic acid / chloroform / 1 h / 0 - 20 °C

9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 3 h / 20 °C

With sodium tetrahydroborate; borane-THF; sodium hexamethyldisilazane; sodium hydride; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; sodium hydroxide; copper dichloride; In tetrahydrofuran; methanol; chloroform; toluene;
DOI:10.1248/cpb.c13-00980

Reference yield:

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

: 1660146-57-5
ethyl 3-[1-[[4-[2-(4-chlorophenyl)ethylcarbamoyl]phenyl]methyl]isoquinolin-4-yl]propanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 2.25 h / -30 - 50 °C

1.2: 2 h / 60 °C

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

3.1: borane-THF / tetrahydrofuran / 1 h / 0 - 20 °C

4.1: Dess-Martin periodane / chloroform / 1 h / 0 °C

5.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

5.2: 1 h

6.1: copper dichloride; sodium tetrahydroborate / methanol / 1 h / 0 °C

7.1: trifluoroacetic acid / chloroform / 1 h / 0 - 20 °C

8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 3 h / 20 °C

With sodium tetrahydroborate; borane-THF; sodium hexamethyldisilazane; sodium hydride; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; sodium hydroxide; copper dichloride; In tetrahydrofuran; methanol; chloroform;
DOI:10.1248/cpb.c13-00980