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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592206Generated: November 4, 2026

Water → 4-(2-Fluorophenyl)-6-(1-methyl-2-propynyloxy)pyrimidine

https://huagongshe.com/reaction/1592206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Butyn-2-olHCID 16239—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-6-(2-fluorophenyl)pyrimidineHCID 22599815—
SolventDimethylformamideHCID 6228—
Product4-(2-Fluorophenyl)-6-(1-methyl-2-propynyloxy)pyrimidineHCID 2259976795.1%

Reaction Steps

In 10 ml of N,N-dimethylformamide were dissolved 458 mg of 4-chloro-6-(2-fluorophenyl)pyrimidine and 231 mg of 3-butyn-2-ol, to which 132 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 10 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 506 mg of 4-(2-fluorophenyl)-6-(1-methyl-2-propynyloxy)pyrimidine (the present compound (150)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291730B2
Source datasetuspto-grants-2007_11
ORD IDord-f17e0eab884a4d909bf347b1b1ee7694
Source noteuspto-grants-2007_11