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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008684Generated: October 25, 2026

Dimethylformamide → 4-(2-Butynyloxy)-6-(1-pyrrolidinyl)pyrimidine

https://huagongshe.com/reaction/1008684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantPyrrolidineHCID 31268—
Reactant4-(2-Butynyloxy)-6-chloropyrimidineHCID 12137602—
SolventEthyl AcetateHCID 8857—
Product4-(2-Butynyloxy)-6-(1-pyrrolidinyl)pyrimidineHCID 5934112478.4%

Reaction Conditions

Temperature57.5 °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 71 mg of pyrrolidine was added therein, and the mixture was stirred for 4 hours at 55-60° 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 170 mg of 4-(2-butynyloxy)-6-(1-pyrrolidinyl)pyrimidine (hereinafter, referred to as Compound (17)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973028B2
Source datasetuspto-grants-2011_07
ORD IDord-e8bc12bbbf184449afb3ff170682ebb5
Source noteuspto-grants-2011_07