Isoquinoline, 1,7-dichloro-4-Methoxy-

Base Information

• Chemical Name: Isoquinoline, 1,7-dichloro-4-Methoxy-
• CAS No.: 630423-36-8
• Molecular Formula: C10H7Cl2NO
• Molecular Weight: 228.078
• Mol file: 630423-36-8.mol

Synonyms:Isoquinoline, 1,7-dichloro-4-Methoxy-;1,7-dichloro-4-Methoxyisoquinoline;Asunaprevir Intermediate 2;Asunaprevir N-1

Chemical Property of Isoquinoline, 1,7-dichloro-4-Methoxy-

Chemical Property:

• Melting Point: 137.0 to 142.0 °C
• Boiling Point: 355.7±37.0 °C(Predicted)
• PKA: 0.98±0.34(Predicted)
• PSA: 22.12000
• Density: 1.384±0.06 g/cm3(Predicted)
• LogP: 3.55020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

1,7-Dichloro-4-methoxyisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,7-Dichloro-4-methoxyisoquinoline acts as a reagent in the synthesis and biological evaluations of P4-benzoxaborole-substituted macrocyclic inhibitors of HCV NS3 protease. Preparation, SAR of methoxyisoquinoline derivatives and discovery of asunaprevir (BMS-650032), an orally efficacious NS3 protease inhibitor for the treatment of hepatitis C virus infection.

Technology Process of Isoquinoline, 1,7-dichloro-4-Methoxy-

There total 17 articles about Isoquinoline, 1,7-dichloro-4-Methoxy- 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: 97.0%

1,7-dichloroisoquinolin-4-ol (1028252-14-3) + methyl iodide (74-88-4) → 1,7-dichloro-4-methoxyisoquinoline (630423-36-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 4 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jm500297k

Reference yield: 87.0%

7-chloro-4-methoxy-2H-isoquinolin-1-one (630423-35-7) → 1,7-dichloro-4-methoxyisoquinoline (630423-36-8)

Guidance literature:

With trichlorophosphate; In acetonitrile; at 30 ℃; Product distribution / selectivity; Inert atmosphere; Reflux;

Reference yield: 71.0%

→ 1,7-dichloro-4-methoxyisoquinoline (630423-36-8)

Guidance literature:

upstream raw materials:

1,7-dichloroisoquinolin-4-ol

diazomethyl-trimethyl-silane

7-chloro-4-methoxy-2H-isoquinolin-1-one

diphenyl phosphoryl azide

Downstream raw materials:

tert-butyl ((S)-1-((2S,4R)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-2-(((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate

(2S,4R)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)pyrrolidine-2-carboxamide hydrochloride

(2S,4R)-1-(tert-butoxycarbonyl)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)pyrrolidine-2-carboxylic acid