1-Ethyl-4-(2-fluoro-4-nitrophenyl)piperazine → 4-(4-Ethylpiperazin-1-yl)-3-fluoroaniline
Reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][C:10]=2[F:18])[CH2:5][CH2:4]1)[CH3:2]>[Ni].CO>[CH2:1]([N:3]1[CH2:4][CH2:5][N:6]([C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][C:10]=2[F:18])[CH2:7][CH2:8]1)[CH3:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A suspension of 1-ethyl-4-(2-fluoro-4-nitro-phenyl)-piperazine (1.24 g, 15.1 mmol) and Raney Nickel (13 mg) in MeOH (6 mL) is stirred for 17 h at RT, under a hydrogen atmosphere. The reaction mixture is filtered through a pad of celite and concentrated to afford the title compound as a purple oil: ESI-MS: 224.1 [MH]+; tR=0.90 min (system 1).
Workup
- filtrationThe reaction mixture is filtered through a pad of celite
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-c0ed32ae19954df788eda612557ac838
- Source dataset
- uspto-grants-2014_06
- Patent number
- US08759517B2
Reaction notes
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