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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1531281Generated: November 1, 2026

Oxalyl chloride → 2-(4-Trifluoromethyl-phenyl)-nicotinoyl chloride

https://huagongshe.com/reaction/1531281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantLithiumHCID 3028194—
Reactant2-(4-Trifluoromethyl-phenyl)-nicotinic acid methyl esterHCID 53950991—
CatalystDimethylformamideHCID 6228—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Trifluoromethyl-phenyl)-nicotinoyl chlorideHCID 21253363—

Reaction Steps

To a solution of the title B compound, 2-(4-trifluoromethyl-phenyl)-nicotinic acid methyl ester (0.626 g, 2.228 mmol) in 1:1 THF:H2O (10 mL) is added LiOH.H2O (0.187 g, 4.456 mmol). After 3.5 h, the reaction mixture is concentrated to dryness under reduced pressure. To a slurry of the crude lithium salt in methylene chloride (10 mL) is added oxalyl chloride (0.78 mL, 8.91 mmol) followed by a few drops DMF. After stirring 16 h, the reaction mixture is concentrated to dryness under reduced pressure and used as is without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06197798B1
Source datasetuspto-grants-2001_03
ORD IDord-a9c82025090045d295f54f6006b424bb
Source noteuspto-grants-2001_03