HCID 10355605, compound → HCID 10354139, compound

Participants

Reaction Steps

A mixture containing 10.68 g of 5-(4-nitrophenyl)-1,6-naphthyridin-2(1H)-one, 1 g of platinum oxide and 300 ml of acetic acid was catalytically hydrogenated in a Paar hydrogenator at room temperature over a period of about 1 hour. The catalyst was filtered off and the filtrate was concentrated on a rotary evaporator. The residue was slurried in boiling methanol, the mixture filtered, and the collected solid washed with methanol and dried in a vacuum oven at about 90° C. The solid was then recrystallized using 100 ml of boiling dimethylformamide and decolorizing charcoal, filtering the hot mixture, and concentrating the filtrate on a rotary evaporator. The remaining solid was slurried with methanol, the mixture filtered and the collected solid dried in a vacuum oven at 90° C. to yield 5.2 g of 5-(4-aminophenyl)-1,6-naphthyridin-2(1H)-one, m.p. 309°-312° C.

Provenance & Evidence