Reacción #3583

Ecuación de reacción

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

2-methoxybenzoyl chloride

triethylamine

→

desired product

Rendimiento 59.6%

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

Rendimiento 59.6%

Disolventes

methylene chloride

methylene chloride

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente