Acetonitrile → HCID 68014700, compound

Participants

Reaction Steps

An acetonitrile suspension (7.5 mL) of 3-acetyl-5-methoxy-1-(pyridin-3-yl)pyridazin-4(1H)-one (0.5 g) was stirred at 70° C. for 10 min, and allowed to be cooled to room temperature. Then, N,N-dimethylformamide dimethyl acetal (2.5 mL) was added thereto, and the mixture was stirred at 80° C. for 2 hr. The insoluble material was removed by filtration, and the filtrate was concentrated to dryness under reduced pressure. The residue was dissolved in ethanol (5.4 mL). To the reaction mixture was added dropwise a 10%-TFA containing ethanol solution (5.4 mL) of methylhydrazine (139 mg) under ice-cooling with stirring, and the mixture was stirred at the same temperature for 10 min, allowed to be warmed to room temperature, and stirred for 16 hr. The reaction mixture was concentrated to dryness under reduced pressure, and the residue was purified by column chromatography (NH, ethyl acetate/methanol). The eluted product was crystallized from ethyl acetate to give the title compound (47 mg) as pale-yellow crystals.

Provenance & Evidence