1,1-Dimethylethyl 4-(1,2-dihydro-2-oxo-3-quinolinyl)-4-hydroxy-1-piperidinecarboxylate → 3-(4-Hydroxypiperidin-4-yl)quinolin-2(1H)-one

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Reaction Steps

tert-Butyl 4-hydroxy-4-(2-oxo-1,2-dihydroquinolin-3-yl)piperidine-1-carboxylate (300 mg, 0.87 mmol) was dissolved in trifluoroacetic acid (50% in dichloromethane, 6 mL). The reaction was stirred 30 min and concentrated. The residue was dissolved in water, extracted with dichloromethane (2×) which were discarded. The aqueous was made basic with solid potassium carbonate. The resulting solid was filtered to give 145 mg (68%) as a white powder. Mass spec.: 245.35 (MH)+.

Provenance & Evidence