1-Methylpiperazine → HCID 54052661, compound

Participants

Reaction Conditions

Reaction Steps

5.8 g (22 mmol) of 4-chloro-10-cyanomethylene-2-methylpyrrolo[4,3-e]benzazepine were dissolved in 50 ml of dimethylformamide, 6.6 ml (60 mmol) of N-methylpiperazine were added (strongly exothermic reaction) and the mixture was stirred at 80° C. under nitrogen for 1 h. After removal of the solvent under reduced pressure the residue was taken up in about 200 ml of ice/water, the mixture was make alkaline with a little 10% strength sodium hydroxide solution and then stirred while cooling for 1 h and the pale brown crude product was filtered off with suction, washing copiously with water. The crude product was purified by column chromatography (silica gel, mobile phase 95/5 methylene chloride/methanol). 5.3 g (73%) of yellowish 10-cyanomethylene-2-methyl-4-(4-methyl-1-piperazinyl)pyrrolo-[4,3-e]benzazepine were obtained in the form of a mixture of the (E) and (Z) isomers, which was recrystallized from isopropanol: melting point 178°-180° C.

Provenance & Evidence