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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592126Generated: November 2, 2026

Water → HCID 22599892, compound

https://huagongshe.com/reaction/1592126

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPropargyl alcoholHCID 7859—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-6-(4-fluorophenyl)pyrimidineHCID 599728—
SolventDimethylformamideHCID 6228—
ProductHCID 22599892HCID 2259989268.9%

Reaction Steps

In 7 ml of N,N-dimethylformamide were dissolved 199 mg of 4-chloro-6-(4-fluorophenyl)pyrimidine and 64 mg of 2-propyn-1-ol, to which 46 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 150 mg of 4-(4-fluorophenyl)-6-(2-propynyloxy)pyrimidine (the present compound (58)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291730B2
Source datasetuspto-grants-2007_11
ORD IDord-6e8cbd5eaf914f9180e13e43a13a3733
Source noteuspto-grants-2007_11