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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092672Generated: October 26, 2026

Dimethylformamide → 4-(2-Butynyloxy)-5-fluoro-6-(3-methylpiperidino)pyrimidine

https://huagongshe.com/reaction/1092672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(Trifluoromethyl)piperidineHCID 2760776—
Reactant4-(2-Butynyloxy)-5-fluoro-6-chloropyrimidineHCID 22599717—
SolventEthyl AcetateHCID 8857—
Product4-(2-Butynyloxy)-5-fluoro-6-(3-methylpiperidino)pyrimidineHCID 59341133108.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

Into 2 ml of N,N-dimethylformamide was resolved 0.2 g of 4-(2-butynyloxy)-5-fluoro-6-chloropyrimidine, 0.28 g of potassium carbonate and 0.15 g of 3-trifluoromethylpiperidine was added therein, and the mixture was stirred for 5 hours at 70° 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 0.28 g of 4-(2-butynyloxy)-5-fluoro-6-(3-methylpiperidino)pyrimidine (hereinafter, referred to as Compound (26)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129526B2
Source datasetuspto-grants-2012_03
ORD IDord-c29cec19a5b046febd758a8fda3d254f
Source noteuspto-grants-2012_03