Réaction #323013

Équation de réaction

ethanol

4-methoxybenzoic acid

2-amino-7-(4-fluorophenoxy)-1,8-naphthyridine

→

N-[7-(4-fluorophenoxy)-1,8-naphthyridin-2-yl]-4-methoxybenzamide

Rendement 73.3%

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 (2×15 cc)
4. 4
   Autredried at 25° 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 (14.3 g), N,N'-carbonyldiimidazole (15.2 g) and 2-amino-7-(4-fluorophenoxy)-1,8-naphthyridine (15.2 g). The product produced by precipitation in water (22.6 g; m.p. approximately 70° C.) is dissolved in boiling ethanol (130 cc). After 3 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with ethanol (2×15 cc) and dried at 25° C. under reduced pressure (0.067 kPa). N-[7-(4-fluorophenoxy)-1,8-naphthyridin-2-yl]-4-methoxybenzamide (17 g) is produced, m.p. 100° C.

Source