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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514439Generated: November 1, 2026

Water → 1-(4-Chloro-butyl)-4-pyridin-3-yl-1H-pyrimidin-2-one

https://huagongshe.com/reaction/1514439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant1-Bromo-4-chlorobutaneHCID 81364—
ReactantHCID 178517515HCID 178517515—
SolventDimethylformamideHCID 6228—
Product1-(4-Chloro-butyl)-4-pyridin-3-yl-1H-pyrimidin-2-oneHCID 5924279854%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 4-pyridin-3-yl-1H-pyrimidin-2-one (50 mg, 0.29 mmol) in dry DMF (11 ml), 60% NaH (15 mg, 0.37 mmol) was added portionwise under inert atmosphere. After heating the mixture at 100° C. for 1 hour, 1-bromo-4-chloro-butane (43 μl, 0.37 mmol) was added at room temperature and the mixture was stirred overnight. Water was added and the mixture extracted with diethyl ether to remove the dialkylated product and finally with ethyl acetate. Ethyl acetate was washed with brine, dried (Na2SO4) and evaporated to give 40 mg of the title compound as a solid (54% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222266B2
Source datasetuspto-grants-2012_07
ORD IDord-eca353f8691d4b0386d952fae4abfbe8
Source noteuspto-grants-2012_07