Reacción #5685

Ecuación de reacción

5-[2-(p-Toluenesulfonyloxy)ethoxy]-7-fluoro-1-[2-methoxy-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine

N-methylpiperazine

sodium iodide

→

5-[2-(4-methyl-1-piperazinyl)-ethoxy]-7-fluoro-1-[2-methoxy-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe reaction mixture is concentrated
2. 2
   workup.ADDITIONis added water
3. 3
   ExtracciónThe mixture is extracted with ethyl acetate
4. 4
   Secadothe extract is dried over sodium carbonate
5. 5
   Otropurified by silica gel column chromatography (eluent; dichloromethane:methanol=10:1)

Procedimiento

5-[2-(p-Toluenesulfonyloxy)ethoxy]-7-fluoro-1-[2-methoxy-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (0.4 g), N-methylpiperazine (0.38 ml) and sodium iodide (0.3 g) are dispersed in dimethylformamide (10 ml), and the mixture is stirred at room temperature for 3 days. The reaction mixture is concentrated, and thereto is added water. The mixture is extracted with ethyl acetate, and the extract is dried over sodium carbonate, and purified by silica gel column chromatography (eluent; dichloromethane:methanol=10:1) to give 5-[2-(4-methyl-1-piperazinyl)-ethoxy]-7-fluoro-1-[2-methoxy-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (0.15 g) as colorless amorphous.

Fuente