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 (polar diastereomer) (613 mg, 1.27 mmol) in N,N-dimethylformamide (5 mL) and toluol (5 mL) was mixed with sodium azide (825 mg, 12.7 mmol) and triethylamine hydrochloride (1.74 g, 12.7 mmol) and stirred for 2 d at 80° C. in a Teflon pressure vessel. The solvent was then concentrated to low volume in a vacuum, the residue repeatedly mixed with toluol and the solution again concentrated to low volume in a vacuum each time. The raw product (1.62 g) was purified by flash chromatography (200 g, 20×4; 1 cm) with dichloromethane/methanol [2:1+1% NH3 (32% in H2O)].

Provenance & Evidence