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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233486Generated: October 29, 2026

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

https://huagongshe.com/reaction/2233486

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 numberUS07709493B2
Source datasetuspto-grants-2010_05
ORD IDord-7179f94ac16f4fc08b70d74bca37e676
Source noteuspto-grants-2010_05