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

HRID 1258704Notes

Reaction equation

HRID 1258704 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

Reactant 1

HCID 679751684-chloro-N-methyl-2-nitro-5-(4-(4-trifluoromethylphenyl)-piperazin-1-yl)aniline

Product 1

HCID 679576795-Chloro-2-methylamino-4-(4-(4-trifluoromethylphenyl)piperazin-1-yl)aniline

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

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.

Workup

  1. filtrationThe mixture was filtered through celite

Sources & evidence

ORD record
ord-f066c0be6d9e4d92b48b07f6342e650c
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

Loading…