Réaction #323011

Équation de réaction

ethanol

4-methoxybenzoic acid

2-amino-7-(3-fluorophenoxy)-1,8-naphthyridine

→

N-[7-(3-fluorophenoxy)-1,8-naphthyridin-2-yl]-4-methoxybenzamide

Rendement 60.0%

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 (2×10 cc)
4. 4
   Autredried at 45° C. at reduced pressure (0.067 kPa)

Mode opératoire

The procedure is similar to that described in Example 1, but starting with 4-methoxybenzoic acid (6.1 g), N,N'-carbonyldiimidazole (6.5 g) and 2-amino-7-(3-fluorophenoxy)-1,8-naphthyridine (7.65 g). The product produced by precipitation in water (14 g) is dissolved in boiling ethanol (110 cc). After 2 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with ethanol (2×10 cc) and dried at 45° C. at reduced pressure (0.067 kPa). N-[7-(3-fluorophenoxy)-1,8-naphthyridin-2-yl]-4-methoxybenzamide (7 g) is produced, m.p. 151° C.

Source