Реакция #3583

Уравнение реакции

10,11-dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine

2-methoxybenzoyl chloride

triethylamine

→

desired product

Выход 59.6%

N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-2-methoxybenzamide

Выход 59.6%

Растворители

methylene chloride

methylene chloride

Условия реакции

Обработка

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITcontinued for 18 hours at room temperature
3. 3
   Промывкаwashed with water, 2N citric acid, 1M NaHCO3, and brine
4. 4
   СушкаThe reaction mixture is dried with Na2SO4
5. 5
   Фильтрацияfiltered through hydrous magnesium silicate
6. 6
   Другоеevaporated in vacuo
7. 7
   Другоеto give a solid which
8. 8
   Другоеis purified by crystallization from ethyl acetate

Методика

To a stirred solution of 0.362 g of 2-methoxybenzoyl chloride 5 ml of methylene chloride is added 0.346 g of triethylamine at 0° C. After stirring for 3 minutes, 0.500 g of 10,11-dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine is added and stirring continued for 18 hours at room temperature. The reaction mixture is diluted with 45 ml of methylene chloride and washed with water, 2N citric acid, 1M NaHCO3, and brine. The reaction mixture is dried with Na2SO4, filtered through hydrous magnesium silicate and evaporated in vacuo to give a solid which is purified by crystallization from ethyl acetate to give 0.430 g of the desired product as a crystalline solid, m.p. 185°-188° C.

Источник