2-(4-Dimethylamino-4-phenylcyclohexylidene)-N-[5-(1H-indol-3-yl)pentyl]acetamide hydrochloride → 2-(4-Dimethylamino-4-phenylcyclohexyl)-N-[5-(1H-indol-3-yl)pentyl]-acetamide

Participants

Reaction Steps

Palladium-on-charcoal (5%, 15 mg) was added to a solution of 2-(4-dimethylamino-4-phenylcyclohexylidene)-N-[5-(1H-indol-3-yl)pentyl]acetamide (base of Example 17; 246 mg, 0.55 mmol) in abs. methanol (30 ml). The reaction mixture was hydrogenated at RT under a pressure of 2 bar for 6 h. The catalyst was separated off over Celite and the filtrate was concentrated. After separation of the residue (234 mg) by chromatography on silica gel (30 g) with EA/methanol (1:1), the product was isolated as a beige-coloured oil in a yield of 46% (112 mg).

Provenance & Evidence