Reacción #3687

Ecuación de reacción

(±)-2-chloro-2-phenylacetyl chloride

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

triethylamine

→

pink solid

Rendimiento 106.9%

α-Chloro-N-[4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]benzeneacetamide

Rendimiento 106.9%

Disolventes

NaHCO3

methylene chloride

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe methylene chloride is evaporated
2. 2
   Extracciónthe residue is extracted with ethyl acetate
3. 3
   LavadoThe separated organic layer is washed with saturated NaHCO3 and brine
4. 4
   Secadodried with Na2SO4
5. 5
   Filtraciónby filtering through a pad of hydrous magnesium silicate
6. 6
   OtroThe filtrate is evaporated to a residue which
7. 7
   workup.STIRRINGis stirred with ether-hexane

Procedimiento

To a solution of 0.61 g of 10,11-dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine in 8 ml of methylene chloride is added 0.30 g of triethylamine followed by 0.47 g of (±)-2-chloro-2-phenylacetyl chloride in 2 ml of methylene chloride. The mixture is stirred at room temperature for 1 hour and then diluted with 10 ml of 50% NaHCO3. The methylene chloride is evaporated and the residue is extracted with ethyl acetate. The separated organic layer is washed with saturated NaHCO3 and brine and then dried with Na2SO4 followed by filtering through a pad of hydrous magnesium silicate. The filtrate is evaporated to a residue which is stirred with ether-hexane to give 0.98 g of pink solid. MS(CI): 456(M+H).

Fuente