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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1759907Generated: October 28, 2026

Water → 4-(4,4-Dimethyl-2-pentynyloxy)-6-(2,3-difluorophenyl)pyrimidine

https://huagongshe.com/reaction/1759907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4,4-Dimethylpent-2-yn-1-olHCID 11789162—
Reactant4-Chloro-6-(2,3-difluorophenyl)pyrimidineHCID 22599750—
SolventDimethylformamideHCID 6228—
Product4-(4,4-Dimethyl-2-pentynyloxy)-6-(2,3-difluorophenyl)pyrimidineHCID 2259982671.6%

Reaction Steps

In 6 ml of N,N-dimethylformamide were dissolved 199 mg of 4-chloro-6-(2,3-difluorophenyl)pyrimidine and 118 mg of 4,4-dimethyl-2-pentyn-1-ol, to which 43 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 3 hours. The reaction mixture was then poured into water and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The resulting residue was subjected to silica gel column chromatography to give 190 mg of 4-(4,4-dimethyl-2-pentynyloxy)-6-(2,3-difluorophenyl)pyrimidine (the present compound (119)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06838463B2
Source datasetuspto-grants-2005_01
ORD IDord-8b2dbd73456d478cbb363703c9225fb1
Source noteuspto-grants-2005_01