Sodium borohydride → HCID 20217551, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-(7-formyl-1,8-naphthyridin-2-yl)-4-methoxybenzamide (6.65 g) in methanol (150 cc), sodium borohydride (0.41 g) is added during 15 minutes at 20° C., and the mixture is left stirred for 1 hour at 20° C. until the evolution of gas has ceased. The suspension produced is poured into distilled water (800 cc) which is acidified to pH 4 with acetic acid. The solid obtained by filtration and drying (6.15 g; m.p. 212° C.) is dissolved in boiling dioxane (180 cc). After the mixture has been cooled for 3 hours at a temperature in the region of 20° C., the crystallised solid is separated by filtration, washed with dioxane (2×15 cc) and dried at 50° C. under reduced pressure (0.067 kPa). N-(7-Hydroxymethyl-1,8-naphthyridin-2-yl)-4-methoxybenzamide (4.4 g) is produced, m.p. 218° C.

Provenance & Evidence