Реакция #92628

Уравнение реакции

water

5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carboxamide

methyl 2-chloro-5-nitrobenzoate

K2CO3

→

7-nitro-5-oxo-2-(4-phenoxyphenyl)-4,5-dihydropyrazolo[1,5-a]quinazoline-3-carboxamide

Выход 27.3%

Растворители

DMF

Условия реакции

Обработка

1. 1
   Экстракцияextracted with ethyl acetate (20 mL×3)
2. 2
   СушкаThe combined organic layers were dried over Na2SO4
3. 3
   Концентрированиеconcentrated under reduced pressure to a residue, which
4. 4
   Другоеwas purified by a silica gel column
5. 5
   Промывкаeluting with 10% to 50% EA in PE

Методика

A mixture of 5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carboxamide (220 mg, 0.75 mmol), methyl 2-chloro-5-nitrobenzoate (160 mg, 0.75 mmol) and K2CO3 (155 mg, 1.13 mmol) in DMF (10 mL) was heated to 80° C. for 16 hr under N2. The reaction was poured into water (30 ml), and extracted with ethyl acetate (20 mL×3). The combined organic layers were dried over Na2SO4, concentrated under reduced pressure to a residue, which was purified by a silica gel column eluting with 10% to 50% EA in PE to afford 85 mg (27.3%) of 7-nitro-5-oxo-2-(4-phenoxyphenyl)-4,5-dihydropyrazolo[1,5-a]quinazoline-3-carboxamide as a yellow solid. MS (ESI, m/e) [M+1]+ 442.1.

Источник