Hydrochloric Acid → 2-[4-dimethylamino-4-(3-fluorophenyl)cyclohexyl]-N-[2-(1H-indol-3-yl)-1-methylethyl]acetamide hydrochloride

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Reaction Steps

The more polar diastereoisomer of 2-[4-dimethylamino-4-(3-fluorophenyl)cyclohexyl]-N-[2-(1H-indol-3-yl)-1-methylethyl]acetamide (139 mg, 0.32 mmol) was dissolved in ethanol (10 ml) with gentle heating, 5 M isopropanolic hydrochloric acid (0.096 ml, 0.48 mmol) was added and the mixture was stirred at RT for 2 h. The clear solution was concentrated to approx. 1 ml and the residue was stirred with ether (10 ml) for 20 h. The solid thereby formed was filtered off with suction. The more polar diastereoisomer of 2-[4-dimethylamino-4-(3-fluorophenyl)cyclohexyl]-N-[2-(1H-indol-3-yl)-1-methylethyl]acetamide hydrochloride was obtained in this way as a pink-coloured solid in a yield of 93.5 mg (62%).

Provenance & Evidence