Br.[N+:2]([C:5]1[C:6]([OH:21])=[C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([OH:20])=[O:19])[CH:13]=2)[CH:8]=[C:9]([F:11])[CH:10]=1)([O-])=O.C([O-])=O.[NH4+]>C(O)C.[Pd]>[NH2:2][C:5]1[C:6]([OH:21])=[C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([OH:20])=[O:19])[CH:13]=2)[CH:8]=[C:9]([F:11])[CH:10]=13′-Nitro-5′-fluoro-2′-hydroxy-biphenyl-3-carboxylic acid hydrobromide 2e (417 mg, 1.5 mmol) was dissolved in 60 mL of ethanol followed by addition of 0.5 g of palladium on carbon and ammonium formate (0.95 g, 1.5 mmol). The reaction mixture was heated to reflux at 80° C. for 20 minutes. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was filtered and the filtrate was concentrated under reduced pressure and dried to obtain the title compound 3′-amino-5′-fluoro-2′-hydroxy-biphenyl-3-carboxylic acid 2f (339 mg, yield 91.5%) as a purple solid.
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