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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425891Generated: October 29, 2026

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

https://huagongshe.com/reaction/2425891

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant3,3-DimethylpyrrolidineHCID 14949211—
Reactant4-(2-Butynyloxy)-5-fluoro-6-chloropyrimidineHCID 22599717—
SolventEthyl AcetateHCID 8857—
Product4-(2-Butynyloxy)-5-fluoro-6-(3,3-dimethylpyrrolidin-1-yl)pyrimidineHCID 1150722231.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

Into 4 ml of N,N-dimethylformamide was resolved 0.36 g of 4-(2-butynyloxy)-6-chloro-5-fluoropyrimidine, 0.62 g of potassium carbonate and 0.25 g of 3,3-dimethylpyrrolidine was added therein, and the mixture was stirred for 6 hours at 80° 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 0.15 g of 4-(2-butynyloxy)-5-fluoro-6-(3,3-dimethylpyrrolidin-1-yl)pyrimidine (hereinafter, referred to as Compound (28)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968537B2
Source datasetuspto-grants-2011_06
ORD IDord-3a2b8f7f26974ea6a2e0045c4591e29a
Source noteuspto-grants-2011_06