5-benzyloxy-2-(N,N-dimethylamino)methyl-4-pyridone → 2-(N,N-dimethylamino)methyl-5-hydroxy-4-pyridone

HRID 1609651Notes

Reaction equation

HRID 1609651 reaction equation
C([O:8][C:9]1[C:10](=[O:19])[CH2:11][C:12]([CH2:15][N:16]([CH3:18])[CH3:17])=[N:13][CH:14]=1)C1C=CC=CC=1>CO.[Pd]>[CH3:18][N:16]([CH2:15][C:12]1[CH2:11][C:10](=[O:19])[C:9]([OH:8])=[CH:14][N:13]=1)[CH3:17]

Participants

4

Reactant 1

HCID 677480495-benzyloxy-2-(N,N-dimethylamino)methyl-4-pyridone

Product 1

HCID 677480632-(N,N-dimethylamino)methyl-5-hydroxy-4-pyridoneYield 147.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

5-Benzyloxy-2-(N,N-dimethylamino)methyl-4-pyridone 1.0 g) in methanol (15 ml) was subjected to catalytic reduction with 10% palladium on activated carbon (200 mg) at atmospheric pressure. After removal of catalyst, the solution was concentrated under reduced pressure to give 2-(N,N-dimethylamino) methyl-5-hydroxy-4-pyridone (0.96 g).

Workup

  1. customAfter removal of catalyst
  2. concentrationthe solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3d6a25a8fa404aacbd455e8dc7cd98a5
Source dataset
uspto-grants-1995_03
Patent number
US05401734

Reaction notes

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