HCID 19734231, compound → HCID 182591, compound

Participants

Reaction Steps

2.38 g of 3-(N-benzyl-N-methylaminomethyl)-3,4,5,6-tetrahydro-6-oxo-1H-azepino[5,4,3-cd]indole (see Example 3 for preparation) were dissolved in 150 ml of methanol. A spatula tip of a palladium/carbon catalyst (10%) was added to the solution under a stream of nitrogen. The mixture was subsequently hydrogenated in an autoclave under a hydrogen pressure of 3.5 bar at a temperature of 50° C. while stirring. After 3 hours the hydrogen was discharged, the reaction mixture was flushed with nitrogen and the catalyst was filtered out. The remaining solution was evaporated and the oily crude product remaining as residue was purified by low pressure chromatography on silica gel using methanol/25% strength aqueous ammonia solution 96:4 as eluent. 0.9 g of 3-methylaminomethyl-3,4,5,6-tetrahydro-6-oxo-1H-azepino[5,4,3-cd]indole was obtained as a foam-like product.

Provenance & Evidence