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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14545Generated: October 28, 2026

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

https://huagongshe.com/reaction/14545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-(2-Butynyloxy)-6-chloropyrimidineHCID 12137602—
Reactant3,4-Dimethylpyrrolidine hydrochlorideHCID 23091077—
SolventAcetonitrileHCID 6342—
Product4-(2-Butynyloxy)-6-(3,4-dimethylpyrrolidin-1-yl)pyrimidineHCID 57819813104.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

Into 3 ml of acetonitrile were added 0.30 g of 4-(2-butynyloxy)-6-chloropyrimidine, 0.68 g of potassium carbonate and 0.33 g of 3,4-dimethylpyrrolidine hydrochloride (cis and trans diastereomer mixture), and the mixture was stirred for 4 hours at 70° C. The reaction mixture was cooled to near room temperature, a saturated ammonium chloride aqueous solution was added therein, and the mixture was extracted with tert-butyl methyl ether three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.42 g of 4-(2-butynyloxy)-6-(3,4-dimethylpyrrolidin-1-yl) pyrimidine (hereinafter, referred to as Compound (37)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732448B2
Source datasetuspto-grants-2010_06
ORD IDord-2ad59e5f749d454e82d839a242595785
Source noteuspto-grants-2010_06