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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14525Generated: October 27, 2026

Dimethylformamide → 4-(2-Butynyloxy)-6-piperidinopyrimidine

https://huagongshe.com/reaction/14525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPiperidineHCID 8082—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(2-Butynyloxy)-6-chloropyrimidineHCID 12137602—
SolventEthyl AcetateHCID 8857—
Product4-(2-Butynyloxy)-6-piperidinopyrimidineHCID 5934111677.1%

Reaction Conditions

Temperature80 °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 piperidine was added therein, and the mixture was stirred for 5 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 178 mg of 4-(2-butynyloxy)-6-piperidinopyrimidine (hereinafter, referred to as Compound (16)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732448B2
Source datasetuspto-grants-2010_06
ORD IDord-f5009c6f621b42c18ff9760b3dfadcbd
Source noteuspto-grants-2010_06