4-Benzyloxy [4-(4-pyridyl)piperazin-2-one-1-yl]benzene → 4-[4-(4-Pyridyl)piperazin-2-one-1-yl]phenol

HRID 743852

Reaction equation

HRID 743852 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)[CH2:17][C:16]2=[O:27])=[CH:11][CH:10]=1)C1C=CC=CC=1.[H][H]>CO.O1CCCC1.[Pd]>[N:24]1[CH:25]=[CH:26][C:21]([N:18]2[CH2:19][CH2:20][N:15]([C:12]3[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=3)[C:16](=[O:27])[CH2:17]2)=[CH:22][CH:23]=1

Participants

6

Reactant 2

HCID 542272954-Benzyloxy [4-(4-pyridyl)piperazin-2-one-1-yl]benzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 189184154-[4-(4-Pyridyl)piperazin-2-one-1-yl]phenol

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the product of step (i) (1.1 g) in a mixture of methanol (500 ml) and tetrahydrofuran (100 ml) was added 30% palladium-on-charcoal catalyst (300 mg) and the mixture stirred in an atmosphere of hydrogen at ambient temperature and pressure until all the starting material had been consumed. After removal of the catalyst by filtration, the solvent was evaporated in vacuo to give 4-[4-(4-pyridyl)piperazin-2-one-1-yl]phenol as a colourless solid, essentially one spot by tlc, which was used without further purification or characterisation.

Workup

  1. custompressure until all the starting material had been consumed
  2. customAfter removal of the catalyst
  3. filtrationby filtration
  4. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-1e2ddc42f7424b8fbe1cba4ab884d3a6
Source dataset
uspto-grants-1996_09
Patent number
US05556977

Linked notes

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