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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1988061Generated: November 2, 2026

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

https://huagongshe.com/reaction/1988061

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 numberUS07553840B2
Source datasetuspto-grants-2009_06
ORD IDord-155a062ca06f457e8b08a8fad09950d2
Source noteuspto-grants-2009_06