5,7-dichloro-2',3'-dihydro-1'H-spiro[isoindoline-1,4'-pyridin]-3-one → 5,7-Dichlorospiro[isoindoline-1,4'-piperidin]-3-one

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Reaction Steps

H2 was sent to the solution of 5,7-dichloro-2′,3′-dihydro-1′H-spiro[isoindoline-1,4′-pyridin]-3-one (400 mg, 1.5 mmol), PtO2 (40 mg) in acetic acid (10 mL). The mixture was stirred at rt for 2 h. The mixture was filtered, the filtrate was neutralized with satd aq NaHCO3 and extracted with EtOAc (3×). The combined organic layers were washed with brine, dried and concentrated to give 5,7-dichlorospiro[isoindoline-1,4′-piperidin]-3-one (300 mg, 73%). 1H NMR (CD3OD): 1.36 (m, 2H), 2.76 (m, 2H), 2.94 (m, 2H), 3.12 (m, 2H), 7.67 (m, 2H).

Provenance & Evidence