Reacción #1462532

Ecuación de reacción

N1-[2-oxo-2-(2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)ethyl]-N2-phenylbenzene-1,2-diamine

malonyl dichloride

→

product

1-[2-oxo-2-(2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)ethyl]-5-phenyl-1H -1,5-benzodiazepine-2,4(3H,5H)-dione

Disolventes

THF

THF

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe solvent removed in vacuo
2. 2
   OtroThe resultant material was purified by silica gel flash column chromatography
3. 3
   Otrothe combined filtrates evaporated in vacuo

Procedimiento

To 100 mL of THF at 0° C. was added dropwise over 20 min simultaneously a solution of 8.0 g of the N1-[2-oxo-2-(2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)ethyl]-N2-phenylbenzene-1,2-diamine (8.0 g, 21.5 mM) in 100 mL of THF and solution of malonyl dichloride (2.40 mL, 25.8 mM) in 100 mL of THF. The resulting solution was stirred at RT for 20 h and the solvent removed in vacuo. The resultant material was purified by silica gel flash column chromatography using hexanes/EtOAc 1/1 and the combined filtrates evaporated in vacuo to give 7.5 g of product.

Fuente