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

HRID 1786316Notes

Reaction equation

HRID 1786316 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-db81e4b54a584baba88fec296194d0d9
Source dataset
uspto-grants-2009_03
Patent number
US07507748B2

Reaction notes

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