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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1759906Generated: October 28, 2026

Water → 4-(2,3-Difluorophenyl)-6-(2-hexynyloxy)pyrimidine

https://huagongshe.com/reaction/1759906

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantHex-2-yn-1-olHCID 69818—
Reactant4-Chloro-6-(2,3-difluorophenyl)pyrimidineHCID 22599750—
SolventDimethylformamideHCID 6228—
Product4-(2,3-Difluorophenyl)-6-(2-hexynyloxy)pyrimidineHCID 2259968789.5%

Reaction Steps

In 9 ml of N,N-dimethylformamide were dissolved 217 mg of 4-chloro-6-(2,3-difluorophenyl)pyrimidine and 141 mg of 2-hexyn-1-ol, to which 58 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 7 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 247 mg of 4-(2,3-difluorophenyl)-6-(2-hexynyloxy)pyrimidine (the present compound (118)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06838463B2
Source datasetuspto-grants-2005_01
ORD IDord-7fba6ccfdadc42a4ba12e10a8b0c287d
Source noteuspto-grants-2005_01