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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330315Generated: October 31, 2026

Water → DL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(1,1,2,2-tetrafluoroethoxy)benzyl]aminopyrimidine

https://huagongshe.com/reaction/330315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrafluoroethyleneHCID 8301—
ReactantSodiumHCID 5360545—
ReactantDL-5 Chloro-6-ethyl-4-(alphaethyl-4-hydroxybenzylamino)pyrimidineHCID 131716268—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductDL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(1,1,2,2-tetrafluoroethoxy)benzyl]aminopyrimidineHCID 13171627132.4%

Reaction Steps

Into a solution of 1.6 g of dl-5-chloro-6-ethyl-4-(α-ethyl-4-hydroxybenzyl)aminopyrimidine.sodium salt dissolved in 30 ml of N,N-dimethylformamide was gradually bubbled about 2.2 g of tetrafluoroethylene at 80° C. under nitrogen atmosphere while stirring. After completion of the bubbling, the mixture was stirred for 2 hours, and the reaction mixture was charged into water and separated oily product was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous sodium sulfate and ethyl acetate was distilled off under reduced pressure. The oily product obtained was isolated by column chromatography (Wako Gel C-200, trade name, eluted with toluene: ethyl acetate=7:1) to give 0.6 g of the desired product as pale yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04895849
Source datasetuspto-grants-1990_01
ORD IDord-78009be601574729950eace4603f2f7e
Source noteuspto-grants-1990_01