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

HRID 238420Notes

Reaction equation

HRID 238420 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-9f130f95d1ce400bbe2615ff38441c6b
Source dataset
uspto-grants-2014_02
Patent number
US08642624B2

Reaction notes

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