Tert-butyl 4-(4-(dibenzylamino)-3-(trifluoromethoxy)phenyl)piperazine-1-carboxylate → Tert-butyl 4-(4-amino-3-(trifluoromethoxy)phenyl)piperazine-1-carboxylate

HRID 1503864Notes

Reaction equation

HRID 1503864 reaction equation
C([N:8](CC1C=CC=CC=1)[C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]2)=[CH:11][C:10]=1[O:28][C:29]([F:32])([F:31])[F:30])C1C=CC=CC=1>CO.[Pd]>[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:16][CH2:17][N:18]([C:21]([O:23][C:24]([CH3:25])([CH3:26])[CH3:27])=[O:22])[CH2:19][CH2:20]2)=[CH:11][C:10]=1[O:28][C:29]([F:31])([F:32])[F:30]

Participants

4

Reactant 1

HCID 86725404Tert-butyl 4-(4-(dibenzylamino)-3-(trifluoromethoxy)phenyl)piperazine-1-carboxylate

Product 1

HCID 67514055Tert-butyl 4-(4-amino-3-(trifluoromethoxy)phenyl)piperazine-1-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of the product of EXAMPLE 45B (8.98 g, 16.63 mmol) in methanol (100 mL) was added 10% palladium on carbon (900 mg) and the mixture was stirred at ambient temperature under hydrogen for 5 hours. The catalyst was filtered off and the filtrate was concentrated to give the title compound. MS: 362 (M+H+).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-85d041038c7c4adf8aff6d84561ebc8a
Source dataset
uspto-grants-2015_12
Patent number
US09212192B2

Reaction notes

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