[Cl:1][C:2]1[CH:3]=[C:4]([C:8]([NH:11][CH3:12])=[CH:9][N:10]=1)[C:5]([OH:7])=O.ClC1[CH:15]=[C:16](C(NC)=CN=1)[C:17]([O:19][CH3:20])=[O:18].[OH-:26].[Na+]>CCO>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][N:10]=1)[N:11]([CH3:12])[C:15](=[O:26])[C:16]([C:17]([O:19][CH3:20])=[O:18])=[C:5]2[OH:7]2-Chloro-5-(methylamino)isonicotinic acid. A mixture of methyl 2-chloro-5-(methylamino)isonicotinate (10 g, 0.05 mol) and 2 N NaOH (50 mL) in EtOH (50 mL) was heated at 55° C. for 2 hours. The reaction mixture was cooled to room temperature and most of the EtOH was evaporated under reduced pressure. The pH of the aqueous residue was adjusted to pH=3 with 1 N HCl, and the solid precipitate was filtered and dried in vacuo to give the title compound.
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