[F:1][C:2]([F:19])([F:18])[C:3]1[C:4]([C:9]2[CH:10]=[C:11]([N+:15]([O-])=O)[CH:12]=[CH:13][CH:14]=2)=[N:5][CH:6]=[CH:7][CH:8]=1>C(O)C.[Pd]>[F:19][C:2]([F:1])([F:18])[C:3]1[C:4]([C:9]2[CH:10]=[C:11]([CH:12]=[CH:13][CH:14]=2)[NH2:15])=[N:5][CH:6]=[CH:7][CH:8]=1A suspension of 3-(3-trifluoromethylpyridin-2-yl)nitrobenzene (500 mg) in ethanol (10 ml) was hydrogenated over palladium on carbon (10% w/w, 50% wet, 167 mg) under a hydrogen atmosphere for 2 hours. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure to give 3-(3-trifluoromethylpyridin-2-yl)aniline (425 mg).
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