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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491765Generated: October 30, 2026

Triethylamine → 1-(4-Fluoro-phenyl)-4-methyl-2-oxo-imidazolidine-4-carboxylic acid (4-cyano-3-trifluoromethyl-phenyl)-amide

https://huagongshe.com/reaction/491765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantOxalyl chlorideHCID 65578—
Reactant4-Amino-2-(trifluoromethyl)benzonitrileHCID 522170—
Reactant1-(4-Fluorophenyl)-4-methyl-2-oxoimidazolidine-4-carboxylic acidHCID 44192622—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product1-(4-Fluoro-phenyl)-4-methyl-2-oxo-imidazolidine-4-carboxylic acid (4-cyano-3-trifluoromethyl-phenyl)-amideHCID 1163283854.1%

Reaction Steps

A solution of 1-(4-fluoro-phenyl)-4-methyl-2-oxo-imidazolidine-4-carboxylic acid (120 mg, 0.50 mmol) in DCM (15 mL) was treated oxalyl chloride (0.09 mL, 1.03 mmol) and one drop of dry DMF. After stirring 1 hour at room temperature, the solvent was removed in vacuo. To this residue, a solution of 4-amino-2-(trifluoromethyl)benzonitrile (277 mg, 1.49 mmol) and triethylamine (0.28 mL, 2.01 mmol) in dry DCM (10 mL) was added. After stirring overnight at room temperature, the mixture was concentrated in vacuo and the residue purified by flash chromatography to afford the title compound as a tan solid (110 mg, 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531565B2
Source datasetuspto-grants-2009_05
ORD IDord-53a53a0a0dcc4c399b13c80204e6a00f
Source noteuspto-grants-2009_05