3-Isoquinolinecarboxaldehyde, 6-bromo-1,2-dihydro-2-[[4-(methylsulfonyl)phenyl]methyl]-1-oxo-4-phenyl -

Base Information

• Chemical Name: 3-Isoquinolinecarboxaldehyde, 6-bromo-1,2-dihydro-2-[[4-(methylsulfonyl)phenyl]methyl]-1-oxo-4-phenyl -
• CAS No.: 583835-18-1
• Molecular Formula: C24H18BrNO4S
• Molecular Weight: 496.381
• Mol file: 583835-18-1.mol

Synonyms:

Chemical Property of 3-Isoquinolinecarboxaldehyde, 6-bromo-1,2-dihydro-2-[[4-(methylsulfonyl)phenyl]methyl]-1-oxo-4-phenyl -

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Isoquinolinecarboxaldehyde, 6-bromo-1,2-dihydro-2-[[4-(methylsulfonyl)phenyl]methyl]-1-oxo-4-phenyl -

There total 9 articles about 3-Isoquinolinecarboxaldehyde, 6-bromo-1,2-dihydro-2-[[4-(methylsulfonyl)phenyl]methyl]-1-oxo-4-phenyl - 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:

6-bromo-3-hydroxymethyl-2-(4-methanesulfonylbenzyl)-4-phenyl-2H-isoquinolin-1-one → 6-bromo-2-(4-methanesulfonylbenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carbaldehyde (583835-18-1)

Guidance literature:

With pyridine-SO₃ complex; triethylamine; In dimethyl sulfoxide; at 20 ℃; for 1h;

Reference yield:

4-chlorophthalic anhydride (118-45-6) → 6-bromo-2-(4-methanesulfonylbenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carbaldehyde (583835-18-1)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium methylate / 12 h / 20 °C

2: 4-hydroxybenzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 12 h / 20 °C

3: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 0.5 h / 0 - 20 °C

4: sodium tetrahydroborate / tetrahydrofuran; methanol; 1,2-dimethoxyethane / 1 h / 0 - 20 °C

5: pyridine-SO₃ complex; triethylamine / dimethyl sulfoxide / 1 h / 20 °C

With sodium tetrahydroborate; 4-hydroxybenzotriazole; oxalyl dichloride; pyridine-SO₃ complex; sodium methylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dimethyl sulfoxide; acetonitrile;

Reference yield:

2-benzyl-6-chloro-4-hydroxy-1-oxo-1,2-dihydroisoquinoline-3-carboxylic acid → 6-bromo-2-(4-methanesulfonylbenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carbaldehyde (583835-18-1)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 0.5 h / 0 - 20 °C

2: sodium tetrahydroborate / tetrahydrofuran; methanol; 1,2-dimethoxyethane / 1 h / 0 - 20 °C

3: pyridine-SO₃ complex; triethylamine / dimethyl sulfoxide / 1 h / 20 °C

With sodium tetrahydroborate; oxalyl dichloride; pyridine-SO₃ complex; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dimethyl sulfoxide;

upstream raw materials:

6-bromo-2-(4-methanesulfonylbenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carbonyl chloride

4-chlorophthalic anhydride

5-chloro-2-(methoxycarbonyl)benzoic acid

2-benzoyl-4-chlorobenzoic acid