Benzaldehyde → HCID 18447429, compound

Participants

Reaction Steps

Benzaldehyde (37 μl, 0.364 mmol) and sodium triacetoxyborohydride (127 mg, 0.599 mmol) were added to a suspension of the N-(8-azabicyclo[3.2.1]oct-3-yl)-1H-indazol-5-amine (73 mg, 0.301 mmol) obtained in Example 525 in dichloromethane (1 ml), and the resulting mixture was stirred at room temperature for 25 hours. The reaction was terminated by the addition of a saturated aqueous sodium hydrogencarbonate solution, followed by extraction with ethyl acetate. The extract solution was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, and then distilled under reduced pressure to remove the solvent, whereby a crude product was obtained. The crude product was washed with cold methanol and collected by filtration to obtain N-(8-benzyl-8-azabicyclo[3.2.1]oct-3-yl)-1H-indazol-5-amine (52 mg, 52%).

Provenance & Evidence