Sodium hydride → HCID 14209196, compound

Participants

Reaction Conditions

Reaction Steps

Sodium hydride (0.25 g) is added in small portions at a temperature in the region of 0° C. to a solution, maintained under an argon atmosphere, of 3-hydroxy-2-(7-methoxy-1,8-naphthyridin-2-yl)-1-isoindolinone (3.1 g) in anhydrous dimethylformamide (50 cc). The suspension obtained is stirred for 45 minutes at a temperature in the region of 0° C., and N,N-dimethyl-2chloroacetamide (1.3 g) is then added. The reaction mixture is heated with stirring to a temperature of 70° C. for 3 hours, then cooled to a temperature in the region of 10° C., poured into distilled water (200 cc) and extracted with dichloromethane (3×70 cc). The organic phases are combined, washed with distilled water (2×40 cc), dried over magnesium sulphate, filtered and then concentrated to dryness under reduced pressure (2.7 kPa) at 40° C. After recrystallization in ethyl acetate, N,N-dimethyl-2-[2-(7-methoxy-1,8-naphthyridin-2-yl)- 3-oxo-1 -isoindolinyloxy]acetamide (2 g), m.p. 166° C., is obtained.

Provenance & Evidence