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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14536Generated: October 29, 2026

Dimethylformamide → 4-(2-Butynyloxy)-6-(3,3-dimethylpyrrolidin-1-yl)pyrimidine

https://huagongshe.com/reaction/14536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(2-Butynyloxy)-6-chloropyrimidineHCID 12137602—
Reactant3,3-DimethylpyrrolidineHCID 14949211—
SolventEthyl AcetateHCID 8857—
Product4-(2-Butynyloxy)-6-(3,3-dimethylpyrrolidin-1-yl)pyrimidineHCID 5934114322.2%

Reaction Steps

Into 4 ml of N,N-dimethylformamide was resolved 0.37 g of 4-(2-butynyloxy)-6-chloropyrimidine, 0.56 g of potassium carbonate and 0.2 g of 3,3-dimethylpyrrolidine was added therein, and the mixture was stirred for 6 hours at 80%. 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 0.11 g of 4-(2-butynyloxy)-6-(3,3-dimethylpyrrolidin-1-yl)pyrimidine (hereinafter, referred to as Compound (27)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732448B2
Source datasetuspto-grants-2010_06
ORD IDord-37bb723d4f1a41838bbae86778df26a3
Source noteuspto-grants-2010_06