3-Azabicyclo[3.2.2]nonane → HCID 86755513, compound

Participants

Reaction Steps

To a stirred mixture of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-4-(carboxymethyl)-2-(1H-indol-3-ylmethyl)piperazine (0.2 g) and 3-azabicyclo[3.2.2]nonane (0.05 g) in dry N,N-dimethylformamide (2 ml) were added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.082 g) and 1-hydroxybenzotriazole (0.058 g) at room temperature. After 6 hours, the reaction mixture was poured into aqueous sodium bicarbonate solution (20 ml) and the resulting precipitate was collected by filtration. The crude product obtained was purified by column chromatography on silica gel using toluene-ethyl acetate (1:2) as an eluent and treated with 17.6% hydrogen chloride in ethanol solution to give (2R)-4-[(3-azabicyclo[3.2.2]non-3-yl) carbonylmethyl]-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(1H-indol-3-ylmethyl)piperazine hydrochloride (0.2 g) as a white powder.

Provenance & Evidence