4-(Benzyloxy)-1-(2-ethyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one → 1-(2-Ethyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one

HRID 2202887Notes

Reaction equation

HRID 2202887 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][N:12]([C:15]2[CH:16]=[CH:17][C:18]3[N:22]=[C:21]([CH2:23][CH3:24])[N:20]([CH3:25])[C:19]=3[CH:26]=2)[C:11](=[O:27])[CH:10]=1)C1C=CC=CC=1>[Pd].CO>[CH2:23]([C:21]1[N:20]([CH3:25])[C:19]2[CH:26]=[C:15]([N:12]3[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][C:11]3=[O:27])[CH:16]=[CH:17][C:18]=2[N:22]=1)[CH3:24]

Participants

4

Reactant 1

HCID 896910784-(Benzyloxy)-1-(2-ethyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one

Product 1

HCID 896909981-(2-Ethyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-oneYield 61,012.898%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 4-(benzyloxy)-1-(2-ethyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one (3.5 mg), Pd/C (10%, 700 mg) and MeOH (10 ml) was stirred under H2 atmosphere at room temperature for 2 h. The insoluble material was removed by filtration, and the filtrate was concentrated to give the title compound (1.6 g) as a white solid.

Workup

  1. customThe insoluble material was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-422084a30eb448718fa93ccdf139e4e7
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

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