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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592208Generated: November 4, 2026

Water → 4-(2-Fluorophenyl)-6-(3-butynyloxy)pyrimidine

https://huagongshe.com/reaction/1592208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Butyn-1-OLHCID 13566—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-6-(2-fluorophenyl)pyrimidineHCID 22599815—
SolventDimethylformamideHCID 6228—
Product4-(2-Fluorophenyl)-6-(3-butynyloxy)pyrimidineHCID 2259979957.8%

Reaction Steps

In 10 ml of N,N-dimethylformamide were dissolved 450 mg of 4-chloro-6-(2-fluorophenyl)pyrimidine and 227 mg of 3-butyn-1-ol, to which 130 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 12 hours. The reaction mixture was then poured into water and extracted three times with ethyl acetate. The organic layers were combined, 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 302 mg of 4-(2-fluorophenyl)-6-(3-butynyloxy)pyrimidine (the present compound (152)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291730B2
Source datasetuspto-grants-2007_11
ORD IDord-40169cb217424f849602e51f96afb4cb
Source noteuspto-grants-2007_11