Triethylamine hydrochloride → HCID 178482563, compound

Participants

Reaction Conditions

Reaction Steps

A solution of N-[1-Cyano-2-(1H-indol-3-yl)ethyl]-N-(4-dimethylamino-4-phenylcyclohexyl)-2,2,2-trifluoroacetamide (non-polar diastereomer) (241 mg, 0.5 mmol) in N,N-dimethylformamide (5 mL) and toluol (5 mL) was mixed with sodium azide (325 mg, 5.0 mmol) and triethylamine hydrochloride (688 mg, 5.0 mmol) and stirred for 2 d at 80° C. The solvent was then removed in a vacuum. The residue was repeatedly mixed with toluol and each time concentrated to low volume again in a vacuum. The raw product was purified by flash chromatography (37 g, 20×2.1 cm) with dichloromethane/methanol [8:2+1% NH3 (32% in H2O)].

Provenance & Evidence