[NH2:1][C:2]1[C:3]([N+:13]([O-])=O)=[C:4]([CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)[C:5]([OH:7])=[O:6].[H][H]>CO.[Pd]>[NH2:13][C:3]1[C:2]([NH2:1])=[CH:10][C:9]([O:11][CH3:12])=[CH:8][C:4]=1[C:5]([OH:7])=[O:6]3-amino-5-methoxy-2-nitrobenzoic acid (85; 1.6 g, 7.5 mmol) was dissolved in methanol (100 mL) and 10% Pd/C (300 mg) was added. The resulting reaction mixture was stirred under 1 atm of hydrogen at room temperature for 18 h. The reaction mixture was filtered through a pad of Celite and the filtrate was concentrated under reduced pressure to afford 2,3-diamino-5-methoxybenzoic acid 86 (0.7 g).
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