188622-60-8

Basic information

• Product Name: 4-Pyridinecarboxylic acid, 3-[(2-chloro-5-fluorophenyl)methyl]-
• CAS NO: 188622-60-8
• Molecular Formula: C13H9ClFNO2
• Molecular Weight: 265.671
• Mol File: 188622-60-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-Pyridinecarboxylic acid, 3-[(2-chloro-5-fluorophenyl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyridinecarboxylic acid, 3-[(2-chloro-5-fluorophenyl)methyl]-(188622-60-8)
• EPA Substance Registry System: 4-Pyridinecarboxylic acid, 3-[(2-chloro-5-fluorophenyl)methyl]-(188622-60-8)

Safety Data

• Hazardous Substances Data: 188622-60-8(Hazardous Substances Data)

Upstream product

• 81778-09-8 1-(bromomethyl)-2-chloro-5-fluorobenzene 
• 88912-27-0 3-chloro-isonicotinic acid 
• 33406-96-1 2-chloro-5-fluorotoluene 
• 98273-79-1 3-chloropyridine-4-carboxylic acid methyl ester 
• 626-60-8 3-Chloropyridine 
• 188622-53-9 3-(2-Chloro-5-fluoro-benzyl)-isonicotinic acid methyl ester 

Relevant articles and documents

Synthesis of regioisomeric 6,9-(chlorofluoro)-substituted benzo[g]quinoline-5,10-diones, benzo[g]isoquinoline-5,10-diones and 6-chloro-9-fluorobenzo[g]quinoxaline-5,10-dione

Treatment of difluoro or chloro fluoro-substituted benzyl bromides 5a-c with zinc dust in tetrahydrofuran leads to the corresponding benzylic zinc bromides 6a-c. These organometallics on treatment with chlorosubstituted heterocyclic esters 4A and 4B mediated by nickel catalysis undergo couplings to yield dihalobenzyl substituted heterocyclic esters 7Aa-c and 7Ba-c. Treatment of 4c with 6c under Pd catalysis leads to 7Cc. The acids 8, prepared by hydrolysis of these esters, with treatment of fuming sulfuric acid undergo cyclizations and oxidations to yield the desired regioisomeric dihalo-substituted heterocyclic quinones 2.