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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1988064Generated: October 31, 2026

Water → HCID 86621100, compound

https://huagongshe.com/reaction/1988064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4,6-DichloropyrimidineHCID 70943—
ReactantHCID 66743675HCID 66743675—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 86621100HCID 8662110084.6%

Reaction Conditions

Temperature110 °C

Reaction Steps

Sixty percent NaH (12 mg, 0.3 mmol) was added to a solution of 2,2,2-trifluoro-1-(2-furan-2-yl-phenyl)-ethanol (55 mg, 0.2 mmol) in 10 ml of anhydrous THF. The mixture was stirred for 20 minutes, after which 4,6-dichloro-pyrimidine (29 mg, 0.2 mmol) was added. The mixture was then heated at 110° C. until the reaction was complete. After cooling, 5 ml of water was added, 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 60 mg of 4-chloro-6-[2,2,2-trifluoro-1-(2-furan-2-yl-phenyl)-ethoxy]-pyrimidine (yield 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07553840B2
Source datasetuspto-grants-2009_06
ORD IDord-c1de8147dfd1489387705610c4134829
Source noteuspto-grants-2009_06