1-[3,5-Bis(trifluoromethyl)benzoyl]-4-(benzyloxycarbonyl)-2-(2,3-dimethoxybenzyl)piperazine → 1-[3,5-Bis(trifluoromethyl)benzoyl]-2-(2,3-dimethoxybenzyl)-piperazine

HRID 584219Notes

Reaction equation

HRID 584219 reaction equation
[F:1][C:2]([F:43])([F:42])[C:3]1[CH:4]=[C:5]([CH:35]=[C:36]([C:38]([F:41])([F:40])[F:39])[CH:37]=1)[C:6]([N:8]1[CH2:13][CH2:12][N:11](C(OCC2C=CC=CC=2)=O)[CH2:10][CH:9]1[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH3:32])[C:26]=1[O:33][CH3:34])=[O:7]>CO.[C].[Pd]>[F:43][C:2]([F:1])([F:42])[C:3]1[CH:4]=[C:5]([CH:35]=[C:36]([C:38]([F:39])([F:40])[F:41])[CH:37]=1)[C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH:9]1[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH3:32])[C:26]=1[O:33][CH3:34])=[O:7]

Participants

4

Reactant 1

HCID 223428761-[3,5-Bis(trifluoromethyl)benzoyl]-4-(benzyloxycarbonyl)-2-(2,3-dimethoxybenzyl)piperazine

Product 1

HCID 223425801-[3,5-Bis(trifluoromethyl)benzoyl]-2-(2,3-dimethoxybenzyl)-piperazineYield 101.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A solution of 1-[3,5-bis(trifluoromethyl)benzoyl]-4-(benzyloxycarbonyl)-2-(2,3-dimethoxybenzyl)piperazine (0.81 g) in methanol (20 ml) was hydrogenated over 10% palladium-carbon (50% wet, 0.30 g) at room temperature under atmospheric pressure for 90 minutes. After removal of the catalyst by filtration, the filtrate was evaporated under reduced pressure to give colorless oil of 1-[3,5-bis (trifluoromethyl)benzoyl]-2-(2,3-dimethoxybenzyl)piperazine (0.64 g).

Workup

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-1d3e73972346452ea4aa1a76bf6ca205
Source dataset
uspto-grants-2005_08
Patent number
US06924278B2

Reaction notes

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