Réaction #323006

Équation de réaction

ethanol

4-methoxybenzoic acid

2-amino-7-propargyloxy-1,8-naphthyridine

→

N-(7-propargyloxy-1,8-naphthyridin-2-yl)-4-methoxybenzamide

Rendement 60.4%

Solvants

water

Conditions de réaction

Traitement

1. 1
   workup.DISSOLUTIONis dissolved
2. 2
   Autrethe crystallised solid is separated by filtration
3. 3
   Lavagewashed with ethanol (3×20 cc)
4. 4
   Autredried at 50° C. under reduced pressure (0.067 kPa)

Mode opératoire

The procedure is similar to that described in Example 1, but starting with 4-methoxybenzoic acid (11.5 g), N,N'-carbonyldiimidazole (12 g) and 2-amino-7-propargyloxy-1,8-naphthyridine (10 g). The product produced by precipitation in water (15.3 g; m.p. 140° C.) is dissolved in boiling ethanol (190 cc). After 3 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with ethanol (3×20 cc) and dried at 50° C. under reduced pressure (0.067 kPa). N-(7-propargyloxy-1,8-naphthyridin-2-yl)-4-methoxybenzamide (10.1 g) is produced, m.p. 140° C.

Source