Sodium Bicarbonate → 5-(Piperidin-4-YL)-1H-indazole

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Reaction Steps

Into a 50-mL round-bottom flask, was placed a solution of tert-butyl 4-(1H-indazol-5-yl)piperidine-1-carboxylate (compound 62.4, 200 mg, 0.60 mmol) in dichloromethane (3 mL) and trifluoroacetic acid (1 mL). The resulting solution was stirred for 1 h at room temperature, then the pH of the solution was carefully adjusted to 8-9 with aqueous sodium bicarbonate (aq. sat.). The mixture was extracted with dichloromethane (3×30 mL) and the combined organic layers were dried (Na2SO4), filtered, and concentrated under reduced pressure to yield the title compounds as a yellow oil (100 mg, 75%).

Provenance & Evidence