1-Boc-4-(3-nitro-5-trifluoromethyl-phenoxy)-piperidine → 1-Boc-4-(3-amino-5-trifluoromethyl-phenoxy)piperidine

HRID 557297Notes

Reaction equation

HRID 557297 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:17]([N+:25]([O-])=O)[CH:16]=2)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]>CO.[Pd]>[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:17]([NH2:25])[CH:16]=2)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

4

Reactant 1

HCID 219596141-Boc-4-(3-nitro-5-trifluoromethyl-phenoxy)-piperidine

Product 1

HCID 219594191-Boc-4-(3-amino-5-trifluoromethyl-phenoxy)piperidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-Boc-4-(3-nitro-5-trifluoromethyl-phenoxy)-piperidine (470 mg) was dissolved in MeOH (12 ml) and Pd/C (10 mg) was added. After sparging briefly with H2, the mixture was stirred under H2 for 6H. The catalyst was removed by filtration and the MeOH solution was concentrated in vacuo to yield 1-Boc-4-(3-amino-5-trifluoromethyl-phenoxy)-piperidine as an off-white foam.

Workup

  1. customAfter sparging briefly with H2
  2. customThe catalyst was removed by filtration
  3. concentrationthe MeOH solution was concentrated in vacuo

Sources & evidence

ORD record
ord-62ee98c215624a738810fd89f1fec0e5
Source dataset
uspto-grants-2011_11
Patent number
US08058445B2

Reaction notes

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