8-Bromo-5-chloroisoquinoline

Base Information

• Chemical Name: 8-Bromo-5-chloroisoquinoline
• CAS No.: 927801-25-0
• Molecular Formula: C₉H₅BrClN
• Molecular Weight: 242.502
• Hs Code.: 2933499090
• European Community (EC) Number: 819-504-4
• DSSTox Substance ID: DTXSID20590599
• Wikidata: Q82484244
• Mol file: 927801-25-0.mol

Synonyms:8-Bromo-5-chloroisoquinoline;927801-25-0;MFCD08437009;SCHEMBL17558948;DTXSID20590599;CMB80125;AKOS015969366;DS-3608;SB21388;SY116301;DB-369666;C77177;EN300-320454;A859985

Chemical Property of 8-Bromo-5-chloroisoquinoline

Chemical Property:

• PSA: 12.89000
• LogP: 3.65070
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 240.92939
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

8-Bromo-5-chloroisoquinoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=NC=CC2=C1Cl)Br

Technology Process of 8-Bromo-5-chloroisoquinoline

There total 2 articles about 8-Bromo-5-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-chloro-isoquinoline (5430-45-5) → 8-bromo-5-chloroisoquinoline (927801-25-0)

Guidance literature:

With N-Bromosuccinimide; sulfuric acid; at 0 - 25 ℃; regioselective reaction;

DOI:10.1055/s-0037-1609153

Reference yield:

isoquinoline (119-65-3) → 8-bromo-5-chloroisoquinoline (927801-25-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; trichloroisocyanuric acid / 24 h / 0 - 10 °C

2: sulfuric acid; N-Bromosuccinimide / 0 - 25 °C

With N-Bromosuccinimide; trichloroisocyanuric acid; sulfuric acid;

DOI:10.1055/s-0037-1609153

Reference yield:

8-bromo-5-chloroisoquinoline (927801-25-0) → C17H12N2O

Guidance literature:

Multi-step reaction with 2 steps

1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium carbonate / N,N-dimethyl-formamide; water / 40 °C / Inert atmosphere; Sealed tube

2: palladium bis[bis(diphenylphosphino)ferrocene] dichloride / N,N-dimethyl-formamide / 150 °C / Inert atmosphere; Sealed tube

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium carbonate; In water; N,N-dimethyl-formamide; 1: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.5b01345

upstream raw materials:

5-chloro-isoquinoline

isoquinoline

Refernces