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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640235Generated: October 26, 2026

Aniline, N-(2,2,2-trifluoroethyl)- → 6-Chloro-N-phenyl-N-(2,2,2-trifluoroethyl)pyrimidine-4-carboxamide

https://huagongshe.com/reaction/1640235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAniline, N-(2,2,2-trifluoroethyl)-HCID 9596—
ReactantSodium HydroxideHCID 14798—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Chloropyrimidine-4-carbonyl chlorideHCID 18422098—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
Product6-Chloro-N-phenyl-N-(2,2,2-trifluoroethyl)pyrimidine-4-carboxamideHCID 58117491—

Reaction Steps

200 mg (1.14 mmol) N-(2,2,2-trifluoroethyl)aniline and 1.14 mL (1.14 mmol) of a 1M sodium hydroxide solution were added dropwise to 212 mg (1.2 mmol) 6-chloropyrimidine-4-carboxylic acid chloride in 20 mL dichloromethane while cooling with a bath of ice and ethanol. The mixture was first stirred for 2 h with cooling and then stirred for 1 h at RT. 50 mL of a saturated sodium hydrogen carbonate solution were added and the mixture was stirred for 10 min. The organic phase was separated off, washed with water and 1M hydrochloric acid, dried on sodium sulphate, filtered and concentrated by rotary evaporation i.vac.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110575B2
Source datasetuspto-grants-2012_02
ORD IDord-6c49b08b75a3495792a2a7325fc17df6
Source noteuspto-grants-2012_02