Water → HCID 67296090, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen stream, {4-[(1R,3S)-3-{[(1R)-1-(naphthalen-1-yl)ethyl]amino}cyclopentyl]phenoxy}acetonitrile (150 mg, 0.40 mmol), ammonium chloride (325 mg, 6.1 mmol) and sodium azide (263 mg, 4.0 mmol) were suspended in N,N-dimethylformamide (3 mL), followed by stirring for 3 hours at 80° C. The reaction solution was cooled to room temperature, followed by addition of water, and the precipitated powder was collected by filtration and washed with ethyl acetate to give the free form of the title compound (100 mg, 60%). The free form obtained was converted to the hydrochloride using 0.5N hydrochloric acid/dioxane.

Provenance & Evidence