7-Chloroisoquinolin-1-ol

Base Information

• Chemical Name: 7-Chloroisoquinolin-1-ol
• CAS No.: 24188-74-7
• Molecular Formula: C9H6 Cl N O
• Molecular Weight: 179.606
• Hs Code.: 2933499090
• European Community (EC) Number: 813-122-1
• DSSTox Substance ID: DTXSID50434098
• Nikkaji Number: J1.784.827E
• Wikidata: Q82248419
• Mol file: 24188-74-7.mol

Synonyms:7-chloroisoquinolin-1-ol;24188-74-7;7-CHLOROISOQUINOLIN-1(2H)-ONE;7-Chloro-1-hydroxyisoquinoline;7-chloro-2H-isoquinolin-1-one;1(2H)-Isoquinolinone, 7-chloro-;SCHEMBL1536457;7-Chloroisoquinoline-1(2H)-one;DTXSID50434098;1(2H)-isoquinolinone,7-chloro-;YWUCOQGBXQHOJM-UHFFFAOYSA-N;ZAA18874;MFCD07700288;MFCD08436984;AKOS006291618;AKOS017405280;AB42150;CS-W003415;7-CHLORO-1(2H)-ISOQUINOLINONE;7-chloro-1,2-dihydroisoquinolin-1-one;AC-28291;DS-11028;SY024480;AM20050989;FT-0638402;EN300-112564;A817137;J-519218;F8885-1694;Z1198177333

Chemical Property of 7-Chloroisoquinolin-1-ol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 245-247 °C(Solv: methanol (67-56-1))
• Boiling Point: 414.876oC at 760 mmHg
• PKA: 11.99±0.20(Predicted)
• Flash Point: 204.71oC
• PSA: 33.12000
• Density: 1.34g/cm3
• LogP: 2.59380
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 179.0137915
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

99.9% ^*data from raw suppliers

7-Chloroisoquinolin-1(2H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CNC2=O)Cl
• Uses: 7-Chloroisoquinolin-1(2H)-one acts as a reagent for the preparation, SAR of methoxyisoquinoline derivative and discovery of asunaprevir (BMS-650032), an orally efficacious NS3 protease inhibitor for the treatment of hepatitis C virus infection. Synthesis and pharmacological evaluation of a series of 1,2-dihydro-1-[(5-methyl-1-imidazol-4-yl)methyl]-2-oxopyridine 5-HT3 antagonists.

Technology Process of 7-Chloroisoquinolin-1-ol

There total 17 articles about 7-Chloroisoquinolin-1-ol 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: 85.0%

5-chloro-2-ethenylbenzamide (131002-05-6) → 7-chloroisoquinoline-1(2Η)-one (24188-74-7)

Guidance literature:

With oxygen; trimethyleneglycol; copper(l) chloride; palladium dichloride; In 1,2-dimethoxyethane;

Reference yield: 79.0%

(E)-5-chloro-2-(2-ethoxyvinyl)benzonitrile → 7-chloroisoquinoline-1(2Η)-one (24188-74-7)

Guidance literature:

With hydrido(dimethylphosphinous acid-κP)[hydrogen bis(dimethylphosphinito-κP)]platinum(II); In ethanol; water; Reflux;

DOI:10.1021/acs.joc.1c00472

Reference yield: 63.0%

5-chloro-2-<(E)-2-(dimethylamino)vinyl>benzonitrile (130874-98-5) → 7-chloroisoquinoline-1(2Η)-one (24188-74-7)

Guidance literature:

With hydrogenchloride; In ethanol; Heating;

DOI:10.1002/hlca.19900730402

upstream raw materials:

C₁₁H₁₃ClN₂O

p-chlorocinnamic acid

5-chloro-2-methylbenzamide

5-chloro-2-methylbenzoic acid

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

4-bromo-1,7-dichloroisoquinoline

1,7-dichloro-4-methoxyisoquinoline