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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592224Generated: October 25, 2026

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

https://huagongshe.com/reaction/1592224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant3-Pentyn-2-olHCID 141344—
Reactant4-Chloro-6-(3-fluorophenyl)pyrimidineHCID 610371—
SolventDimethylformamideHCID 6228—
Product4-(3-Fluorophenyl)-6-(1-methyl-2-butynyloxy)pyrimidineHCID 2259982266.2%

Reaction Steps

In 5 ml of N,N-dimethylformamide were dissolved 246 mg of 4-chloro-6-(3-fluorophenyl)pyrimidine and 119 mg of 3-pentyn-2-ol, to which 57 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 8 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 200 mg of 4-(3-fluorophenyl)-6-(1-methyl-2-butynyloxy)pyrimidine (the present compound (173)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291730B2
Source datasetuspto-grants-2007_11
ORD IDord-050567cc3ea74fd0b53870a61098a7fa
Source noteuspto-grants-2007_11