5-Chloro-2(1H)-pyrimidinone → 5-Chloro-1-[1-(2-thenoyl)ethyl]pyrimidin-2-one

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Reaction Steps

A mixture of 5-chloropyrimidin-2-one (522 mg) and 2-(2-bromopropionyl)thiophene (965 mg) in triethylamine (0.84 ml) and ethanol (25 ml) was stirred at room temperature. After 3 h. the mixture was heated to 50° C. After a further 1 h. the solvent was removed and the residue dissolved in ethyl acetate (50 ml) which was washed with water (3×25 ml) and brine, dried (MgSO4) and evaporated to a yellow oil. The oil was triturated with diethyl ether and the resulting solid was crystallised twice from ethyl acetate to give the title pyrimidinone (320 mg), m.p. 128°-129° C., λmax (EtOH) 226 nm (ε 11,340), 263 nm (ε10,050), 290 nm (ε 8,950).

Provenance & Evidence