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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 423164Generated: October 30, 2026

Potassium Carbonate → 4-(2-Butynyloxy)-5-fluoro-6-(3,3-dimethylpyrrolidin-1-yl)pyrimidine

https://huagongshe.com/reaction/423164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantAmmonium ChlorideHCID 25517—
Reactant3,3-Dimethylpyrrolidine--hydrogen chloride (1/1)HCID 46736057—
Reactant4-(2-Butynyloxy)-5,6-difluoropyrimidineHCID 59661966—
SolventAcetonitrileHCID 6342—
Product4-(2-Butynyloxy)-5-fluoro-6-(3,3-dimethylpyrrolidin-1-yl)pyrimidineHCID 11507222—

Reaction Conditions

Temperature70 °C

Reaction Steps

0.36 g of 4-(2-butynyloxy)-5,6-difluoropyrimidine, 0.25 g of 3,3-dimethylpyrrolidine hydrochloride and 0.62 g of potassium carbonate are added to 1 ml of acetonitrile, then the reaction mixture is stirred at 70° C. for 5 hours. Then saturated aqueous solution of ammonium chloride is added to the reaction mixture which is cooled to about room temperature, and extract with t-butyl methyl ether three times. The organic layers are joined, dried with anhydrous magnesium sulfate, and concentrated. The residue is subjected to silica gel column chromatography to obtain 4-(2-butynyloxy)-5-fluoro-6-(3,3-dimethylpyrrolidine-1-yl)pyrimidine (referred as the present compound (8) hereinafter).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101753B2
Source datasetuspto-grants-2012_01
ORD IDord-8456e423dfda4991a67bb009dd26559a
Source noteuspto-grants-2012_01