4-(benzyloxy)-1-(2,3-dimethyl-2H-indazol-5-yl)pyridin-2(1H)-one → 1-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-one

HRID 1497371Notes

Reaction equation

HRID 1497371 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][N:12]([C:15]2[CH:23]=[CH:22][C:21]3[C:17](=[C:18]([CH3:25])[N:19]([CH3:24])[N:20]=3)[CH:16]=2)[C:11](=[O:26])[CH:10]=1)C1C=CC=CC=1>C(O)C.[C].[Pd]>[CH3:24][N:19]1[C:18]([CH3:25])=[C:17]2[C:21]([CH:22]=[CH:23][C:15]([N:12]3[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][C:11]3=[O:26])=[CH:16]2)=[N:20]1

Participants

4

Reactant 1

HCID 1178168034-(benzyloxy)-1-(2,3-dimethyl-2H-indazol-5-yl)pyridin-2(1H)-one

Product 1

HCID 1177986701-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-oneYield 78.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of 4-(benzyloxy)-1-(2,3-dimethyl-2H-indazol-5-yl)pyridin-2(1H)-one (1.8 g) in ethanol (40 ml) was added 10% palladium carbon (0.56 g), and the mixture was stirred under a hydrogen atmosphere at room temperature for 3 hr. The insoluble material was filtered off, and the obtained filtrate was concentrated under reduced pressure to give the title compound (1.04 g).

Workup

  1. filtrationThe insoluble material was filtered off
  2. concentrationthe obtained filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-78e4a90666124d03bdce7a2a7f3f1a55
Source dataset
uspto-grants-2015_12
Patent number
US09199963B2

Reaction notes

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