4,4-Difluoro-1-(2-nitrophenyl)piperidine → 2-(4,4-Difluoropiperidin-1-yl)aniline
Reaction equation
[F:1][C:2]1([F:17])[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N+:14]([O-])=O)[CH2:4][CH2:3]1>CO.[Pd]>[F:17][C:2]1([F:1])[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[NH2:14])[CH2:4][CH2:3]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Using a procedure similar to Example 3, step (c), 4,4-difluoro-1-(2-nitro-phenyl)-piperidine (128 mg, 0.520 mmol, as prepared in the previous step) was stirred with 80 mg 5% Pd—C in 4 mL of MeOH under H2 to afford 76 mg (69%) of the title compound as a dark oil, which was used immediately due to apparent instability. Mass spectrum (ESI, m/z): Calcd. for C11H14F2N2, 213.1 (M+H), found 213.1.
Workup
- customas prepared in the previous step)
Sources & evidence
- ORD record
- ord-93fb4fa7e03f4d25ba3f715eedd7afbb
- Source dataset
- uspto-grants-2008_09
- Patent number
- US07427683B2
Reaction notes
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