Réaction #322985

Équation de réaction

ethanol

cyclopropanecarboxylic acid

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

→

N-(7-Phenoxy-1,8-naphthyridin-2-yl)cyclopropanecarboxamide

Rendement 49.7%

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 40° C. under reduced pressure (0.067 kPa)

Mode opératoire

The procedure is similar to that described in Example 1, but starting with cyclopropanecarboxylic acid (4.8 g), N,N'-carbonyldiimidazole (9.07 g) and 2-amino-7-phenoxy-1,8-naphthyridine (10 g). The product produced by precipitation in water (11.2 g; m.p. approximately 170° C.) is dissolved in boiling ethanol (200 cc). After 2 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with ethanol (2×10 cc) and dried at 40° C. under reduced pressure (0.067 kPa). N-(7-Phenoxy-1,8-naphthyridin-2-yl)cyclopropanecarboxamide (6.4 g) is produced, m.p. 190° C.

Source