[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=2)[C:13]([OH:15])=[O:14])[CH:5]=[C:4]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[O:25]CC2C=CC(OC)=CC=2)[N:3]=1.FC(F)(F)C(O)=O.C1(OC)C=CC=CC=1.O>C1(C)C=CC=CC=1>[NH2:1][C:2]1[N:3]=[C:4]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[OH:25])[CH:5]=[C:6]([C:10]2[CH:18]=[CH:17][CH:16]=[C:12]([C:13]([OH:15])=[O:14])[CH:11]=2)[C:7]=1[C:8]#[N:9]A mixture of 3-(2-amino-3-cyano-6-{2-[(4-methoxybenzyl)oxy]phenyl}-4-pyridinyl)benzoic acid (starting compound 5, 0.16 g, 0.36 mmol), trifluoroacetic acid (3.0 mL), anisole (0.50 mL), and water (0.50 mL) was stirred at room temperature overnight. The reaction mixture was diluted with toluene and concentrated under reduced pressure. The residue was dissolved in THF and then crystallized with hexane. The resulting precipitate was collected by filtration and washed with hexane, and then dried under reduced pressure to give 2-amino-6-(2-hydroxyphenyl)-4-(3-hydroxycarbonylphenyl)nicotinonitrile (0.12 g, yield 74%).
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