Реакция #323005

Уравнение реакции

water

4-methoxybenzoic acid

isopropyl ether

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

→

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

Выход 34.8%

Растворители

diethyl ether

Условия реакции

Обработка

1. 1
   Экстракцияextracted with ethyl acetate
2. 2
   КонцентрированиеAfter concentration to dryness under reduced pressure (4 kPa)
3. 3
   Другоеthe oil produced (39 g)
4. 4
   Другоеto give a crystallised solid (23 g; m.p. 78° C.)
5. 5
   ДругоеThe product produced
6. 6
   workup.DISSOLUTIONis dissolved
7. 7
   Другоеthe crystallised solid is separated by filtration
8. 8
   Промывкаwashed with diethyl ether (2×10 cc)
9. 9
   Другоеdried at 40° C. under reduced pressure (0.067 kPa)

Методика

The procedure is similar to that described in Example 1, but starting with 4-methoxybenzoic acid (16.7 g), N,N'-carbonyldiimidazole (19.4 g) and 2-amino-7-isopropoxy-1,8-naphthyridine (25 g). The reaction mixture is poured into water and extracted with ethyl acetate. After concentration to dryness under reduced pressure (4 kPa), the oil produced (39 g) is stirred in the presence of diethyl ether (100 cc) to give a crystallised solid (23 g; m.p. 78° C.). The product produced is dissolved in boiling isopropyl ether (100 cc). After 2 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with diethyl ether (2×10 cc) and dried at 40° C. under reduced pressure (0.067 kPa). N-(7-isopropoxy-1,8-naphthyridin-2-yl)-4-methoxybenzamide (12.9 g) is produced, m.p. 82° C.

Источник