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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14530Generated: October 26, 2026

Dimethylformamide → 4-(2-Butynyloxy)-6-(2-methyl-pyrrolidin-1-yl)pyrimidine

https://huagongshe.com/reaction/14530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-MethylpyrrolidineHCID 13003—
Reactant4-(2-Butynyloxy)-6-chloropyrimidineHCID 12137602—
SolventEthyl AcetateHCID 8857—
Product4-(2-Butynyloxy)-6-(2-methyl-pyrrolidin-1-yl)pyrimidineHCID 5870179489.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

Into 2 ml of N,N-dimethylformamide was resolved 183 mg of 4-chloro-6-(2-butynyloxy)pyrimidine, 166 mg of potassium carbonate and 85 mg of 2-methylpyrrolidine was added therein, and the mixture was stirred for 7 hours at 60° C. The reaction mixture was cooled to near room temperature, ethyl acetate was added therein, and the mixture was washed with a saturated sodium chloride aqueous solution three times. The organic layers were dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 207 mg of 4-(2-butynyloxy)-6-(2-methyl-pyrrolidin-1-yl) pyrimidine (hereinafter, referred to as Compound (21)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732448B2
Source datasetuspto-grants-2010_06
ORD IDord-f6e7397cfab14baf90d86a8479bbe747
Source noteuspto-grants-2010_06