Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620870Generated: November 1, 2026

Water → 4-Chloro-6-[2,2,2-trifluoro-1-(2-furan-3-yl-phenyl)-ethoxy]-pyrimidine

https://huagongshe.com/reaction/1620870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4,6-DichloropyrimidineHCID 70943—
Reactant2,2,2-Trifluoro-1-(2-furan-3-yl-phenyl)-ethanolHCID 66743688—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-6-[2,2,2-trifluoro-1-(2-furan-3-yl-phenyl)-ethoxy]-pyrimidineHCID 8662109994.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

Sixty percent NaH (12 mg, 0.3 mmol) was added to a solution of 2,2,2-trifluoro-1-(2-furan-3-yl-phenyl)-ethanol (54 mg, 0.2 mmol) in 10 ml of anhydrous THF. The mixture was stirred for 20 minutes, after which 4,6-dichloro-pyrimidine (30 mg, 0.2 mmol) was added. The mixture was then heated at 70° C. until the reaction was complete. After cooling, 5 ml of water was added to quench the reaction, and ethyl acetate (20 ml) was used to extract the product. The organic layer was dried over sodium sulfate. The solvent was removed by rotovap to give of 67 mg 4-chloro-6-[2,2,2-trifluoro-1-(2-furan-3-yl-phenyl)-ethoxy]-pyrimidine (yield: 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772482B2
Source datasetuspto-grants-2014_07
ORD IDord-6daec6f15667459b962fae7127c0d6e3
Source noteuspto-grants-2014_07