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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1759947Generated: October 28, 2026

Water → HCID 22599901, compound

https://huagongshe.com/reaction/1759947

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant3-Pentyn-2-olHCID 141344—
Reactant4-Chloro-6-(4-fluorophenyl)pyrimidineHCID 599728—
SolventDimethylformamideHCID 6228—
ProductHCID 22599901HCID 2259990148.5%

Reaction Steps

In 10 ml of N,N-dimethylformamide were dissolved 344 mg of 4-chloro-6-(4-fluorophenyl)pyrimidine and 166 mg of 3-pentyn-2-ol, to which 166 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 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 205 mg of 4-(4-fluorophenyl)-6-(1-methyl-2-butynyloxy)pyrimidine (the present compound (174)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06838463B2
Source datasetuspto-grants-2005_01
ORD IDord-80a9083e484c455f8084aa8f232b8b1a
Source noteuspto-grants-2005_01