4-Methoxybenzoic Acid → HCID 20217553, compound

Participants

Reaction Conditions

Reaction Steps

The procedure is similar to that described in Example 1, but starting with 4-methoxybenzoic acid (16.7 g), N,N'-carbonyldiimidazole (17.8 g) and 2-amino-7-(2,6-dimethylphenoxy)-1,8-naphthyridine (21.2 g). The reaction mixture is poured into water and extracted with methylene chloride. After concentration of the organic phases to dryness under reduced pressure (4 kPa), the solid residue (33 g) is dissolved in boiling acetone (170 cc). After 2 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with acetone (10 cc) and dried at 40° C. under reduced pressure (0.067 kPa). By recrystallisation of the solid produced (11.5 g; m.p. approximately 100° C.) in acetone (50 cc), N-[7-(2,6-dimethylphenoxy)-1,8-naphthyridin-2-yl]-4-methoxybenzamide (9.1 g) is produced, m.p. 174° C.

Provenance & Evidence