Methanol → 4-(3-chlorophenyl)-1-ethyl-7-(1,1-dimethoxyethyl)pyrido[2,3-d]pyrimidin-2(1H)-one

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Reaction Steps

7-Acetyl-4-(3-chlorophenyl)-1-ethylpyrido[2,3-d]pyrimidin-2(1H)-one (1.62 g, 495 mmol) and 30 ml of methyl orthoformate were dissolved in 30 ml of methanol, a catalytically effective amount of Dowex-50W-X4 was added thereto, followed by heating overnight under reflux. After cooling to room temperature, insoluble matter was removed by filtration and the solvent was evaporated under a reduced pressure. The resulting residue was purified by silica gel column chromatography (toluene-ethyl acetate) and recrystallized from diisopropyl ether to give 1.27 g (69%) of 4-(3-chlorophenyl)-1-ethyl-7-(1,1-dimethoxyethyl)pyrido[2,3-d]pyrimidin-2(1H)-one.

Provenance & Evidence