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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1759848Generated: November 1, 2026

Water → HCID 22599847, compound

https://huagongshe.com/reaction/1759848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Butyn-1-olHCID 12991—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-6-(4-fluorophenyl)pyrimidineHCID 599728—
SolventDimethylformamideHCID 6228—
ProductHCID 22599847HCID 2259984757.4%

Reaction Steps

In 8 ml of N,N-dimethylformamide were dissolved 207 mg of 4-chloro-6-(4-fluorophenyl)pyrimidine and 83 mg of 2-butyn-1-ol, to which 48 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 9 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 138 mg of 4-(4-fluorophenyl)-6-(2-butynyloxy)pyrimidine (the present compound (59)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06838463B2
Source datasetuspto-grants-2005_01
ORD IDord-844408afc9df445db543508a27b01f4c
Source noteuspto-grants-2005_01