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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592268Generated: October 30, 2026

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

https://huagongshe.com/reaction/1592268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Butyne-1,4-diolHCID 8066—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-6-(2-fluorophenyl)pyrimidineHCID 22599815—
SolventDimethylformamideHCID 6228—
Product4-(2-Fluorophenyl)-6-(4-hydroxy-2-butynyloxy)pyrimidineHCID 2259976961.8%

Reaction Steps

In 10 ml of N,N-dimethylformamide were dissolved 608 mg of 4-chloro-6-(2-fluorophenyl)pyrimidine and 527 mg of 2-butyn-1,4-diol, to which 245 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 465 mg of 4-(2-fluorophenyl)-6-(4-hydroxy-2-butynyloxy)pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291730B2
Source datasetuspto-grants-2007_11
ORD IDord-b21b8298d2414214ad76b2d27be1df5b
Source noteuspto-grants-2007_11