5-BROMO-8-CHLOROISOQUINOLINE

Base Information

• Chemical Name: 5-BROMO-8-CHLOROISOQUINOLINE
• CAS No.: 956003-79-5
• Molecular Formula: C9H5BrClN
• Molecular Weight: 242.502
• Hs Code.: 2933499090
• Mol file: 956003-79-5.mol

Synonyms:5-Bromo-8-chloroisoquinoline;Bromochloroisoquinoline;

Chemical Property of 5-BROMO-8-CHLOROISOQUINOLINE

Chemical Property:

• Vapor Pressure: 0.000159mmHg at 25°C
• Refractive Index: 1.68
• Boiling Point: 341.4 °C at 760 mmHg
• PKA: 3.65±0.36(Predicted)
• Flash Point: 160.3 °C
• PSA: 12.89000
• Density: 1.673 g/cm³
• LogP: 3.65070
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-8-chloroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-BROMO-8-CHLOROISOQUINOLINE

There total 2 articles about 5-BROMO-8-CHLOROISOQUINOLINE 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: 88.0%

5-bromoisoquinoline (34784-04-8) → 8-chloro-5-bromo-isoquinoline (956003-79-5)

Guidance literature:

With trichloroisocyanuric acid; sulfuric acid; at 0 - 25 ℃; regioselective reaction;

DOI:10.1055/s-0037-1609153

Reference yield:

isoquinoline (119-65-3) → 8-chloro-5-bromo-isoquinoline (956003-79-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; N-Bromosuccinimide / 4 h / -25 - -18 °C

2: sulfuric acid; trichloroisocyanuric acid / 0 - 25 °C

With N-Bromosuccinimide; trichloroisocyanuric acid; sulfuric acid;

DOI:10.1055/s-0037-1609153

Reference yield: 88.0%

8-chloro-5-bromo-isoquinoline (956003-79-5) + (3-(trifluoromethoxy)phenyl)boronic acid (179113-90-7) → 8-chloro-5-(3-(trifluoromethoxy)phenyl)isoquinoline

Guidance literature:

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium carbonate; In water; N,N-dimethyl-formamide; at 40 ℃; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.jmedchem.5b01345

upstream raw materials:

5-bromoisoquinoline

isoquinoline

Downstream raw materials:

2-(5-chloro-2-fluoro-phenyl)-4-(8-chloro-isoquinolin-5-yl)-[1,8]naphthyridine

Refernces

• 1、 -. "ISOQUINOLINE COMPOUNDS, A PROCESS FOR THEIR PREPARATION, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM". Paragraph 0199; 0200; 0201; 0202. . Retrieved 2017/06/12.