4-(Benzyloxy)-1-(cyclopropylmethyl)pyridin-2(1H)-one → 1-(Cyclopropylmethyl)-4-hydroxypyridin-2(1H)-one

HRID 2362801Notes

Reaction equation

HRID 2362801 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][N:12]([CH2:15][CH:16]2[CH2:18][CH2:17]2)[C:11](=[O:19])[CH:10]=1)C1C=CC=CC=1>[Pd].C(O)C>[CH:16]1([CH2:15][N:12]2[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][C:11]2=[O:19])[CH2:17][CH2:18]1

Participants

4

Reactant 1

HCID 594970994-(Benzyloxy)-1-(cyclopropylmethyl)pyridin-2(1H)-one

Product 1

HCID 594970981-(Cyclopropylmethyl)-4-hydroxypyridin-2(1H)-oneYield 100.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of intermediate D1 (2.0 g, 7.83 mmol) and a catalytic amount of 10% palladium on activated carbon in ethanol (300 ml) was stirred under a hydrogen atmosphere for two hours. The mixture was filtered through diatomaceous earth and the solvent was evaporated in vacuo to yield intermediate D2 (1.3 g, 100%) which was used as such without further purification.

Workup

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-4981a5531abd491694e4b0e70dd26a6e
Source dataset
uspto-grants-2014_04
Patent number
US08691849B2

Reaction notes

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