4-chloro-N-methyl-2-nitro-5-(4-(4-trifluoromethylphenyl)-piperazin-1-yl)aniline → 5-Chloro-2-methylamino-4-(4-(4-trifluoromethylphenyl)piperazin-1-yl)aniline
Reaction equation
[Cl:1][C:2]1[C:9]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)=[CH:8][C:5]([NH:6][CH3:7])=[C:4]([N+:26]([O-])=O)[CH:3]=1>[Ni].C1COCC1>[Cl:1][C:2]1[C:9]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:17]=[CH:18][C:19]([C:22]([F:25])([F:23])[F:24])=[CH:20][CH:21]=3)[CH2:12][CH2:11]2)=[CH:8][C:5]([NH:6][CH3:7])=[C:4]([CH:3]=1)[NH2:26]Participants
4
Procedure
A mixture of 4-chloro-N-methyl-2-nitro-5-(4-(4-trifluoromethylphenyl)-piperazin-1-yl)aniline (200 mg, 0.48 mmol), Ra—Ni (20 mg; 0.34 mmol) and THF (8 mL) was shaken under H2 atmosphere (1 atm) at rt for 4 h. The mixture was filtered through celite and the resulting solution was used immediately used in the next step.