Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592219Generated: October 25, 2026

Water → 4-(2,3-Difluorophenyl)-6-(1-methyl-2-butynyloxy)pyrimidine

https://huagongshe.com/reaction/1592219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant3-Pentyn-2-olHCID 141344—
Reactant4-Chloro-6-(2,3-difluorophenyl)pyrimidineHCID 22599750—
SolventDimethylformamideHCID 6228—
Product4-(2,3-Difluorophenyl)-6-(1-methyl-2-butynyloxy)pyrimidineHCID 2259968279.6%

Reaction Steps

In 5 ml of N,N-dimethylformamide were dissolved 135 mg of 4-chloro-6-(2,3-difluorophenyl)pyrimidine and 60 mg of 3-pentyn-2-ol, to which 29 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 5 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 130 mg of 4-(2,3-difluorophenyl)-6-(1-methyl-2-butynyloxy)pyrimidine (the present compound (167)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291730B2
Source datasetuspto-grants-2007_11
ORD IDord-cd8902e6a0514b83a76a39be8605665f
Source noteuspto-grants-2007_11