4-[6-chloro-2-(4-methanesulfonylbenzyl)-1-oxo-3-propionyl-1,2-dihydroisoquinolin-4-yl]benzoic acid methyl ester

Base Information

• Chemical Name: 4-[6-chloro-2-(4-methanesulfonylbenzyl)-1-oxo-3-propionyl-1,2-dihydroisoquinolin-4-yl]benzoic acid methyl ester
• CAS No.: 583837-21-2
• Molecular Formula: C₂₈H₂₄ClNO₆S
• Molecular Weight: 538.021
• Mol file: 583837-21-2.mol

Synonyms:4-[6-chloro-2-(4-methanesulfonylbenzyl)-1-oxo-3-propionyl-1,2-dihydroisoquinolin-4-yl]benzoic acid methyl ester

Chemical Property of 4-[6-chloro-2-(4-methanesulfonylbenzyl)-1-oxo-3-propionyl-1,2-dihydroisoquinolin-4-yl]benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[6-chloro-2-(4-methanesulfonylbenzyl)-1-oxo-3-propionyl-1,2-dihydroisoquinolin-4-yl]benzoic acid methyl ester

There total 7 articles about 4-[6-chloro-2-(4-methanesulfonylbenzyl)-1-oxo-3-propionyl-1,2-dihydroisoquinolin-4-yl]benzoic acid methyl 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:

methanol (67-56-1) + 4-(4-bromophenyl)-6-chloro-2-(4-methanesulfonylbenzyl)-3-propionyl-2H-isoquinolin-1-one + carbon monoxide (201230-82-2) → 4-[6-chloro-2-(4-methanesulfonylbenzyl)-1-oxo-3-propionyl-1,2-dihydroisoquinolin-4-yl]benzoic acid methyl ester (583837-21-2)

Guidance literature:

With triethylamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In dimethyl sulfoxide; at 90 ℃; for 18h;

Reference yield:

1-{[4-(methylsulfonyl)benzyl]amino}butan-2-ol (583837-85-8) → 4-[6-chloro-2-(4-methanesulfonylbenzyl)-1-oxo-3-propionyl-1,2-dihydroisoquinolin-4-yl]benzoic acid methyl ester (583837-21-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 18 h / 20 °C

2.1: pyridine-SO₃ complex / dimethyl sulfoxide / 2 h / 50 °C

2.2: 18 h / 80 °C

3.1: triethylamine / 1,3-bis-(diphenylphosphino)propane; palladium diacetate / dimethyl sulfoxide / 18 h / 90 °C

With pyridine-SO₃ complex; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In dimethyl sulfoxide; acetonitrile;

Reference yield:

2-(4-bromobenzoyl)-4-chloro-N-(2-hydroxybutyl)-N-(4-methanesulfonylbenzyl)benzamide → 4-[6-chloro-2-(4-methanesulfonylbenzyl)-1-oxo-3-propionyl-1,2-dihydroisoquinolin-4-yl]benzoic acid methyl ester (583837-21-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine-SO₃ complex / dimethyl sulfoxide / 2 h / 50 °C

1.2: 18 h / 80 °C

2.1: triethylamine / 1,3-bis-(diphenylphosphino)propane; palladium diacetate / dimethyl sulfoxide / 18 h / 90 °C

With pyridine-SO₃ complex; triethylamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In dimethyl sulfoxide;

upstream raw materials:

methanol

carbon monoxide

1-{[4-(methylsulfonyl)benzyl]amino}butan-2-ol

bromobenzene