[Cl:1][C:2]1[C:3]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]([O:16]CC)=[O:15])[CH:10]([OH:19])[CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.C[O-].[Na+]>O>[Cl:1][C:2]1[C:3]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=[O:15])[CH:10]([OH:19])[CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1Ethyl 1-(3-chloro-2-pyridinyl)-3-hydroxy-4-piperidinecarboxylate in water (55 mL) was treated with sodium methoxide (0.5 M, 8 mL, 4.0 mmol) at room temperature. After 2 hours, the mixture was concentrated under reduced pressure and the residue was purified by column chromatography to provide the title compound. MS (EI, M+H)+257.
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