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

HRID 1497396Notes

Reaction equation

HRID 1497396 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]([CH3:26])[N:19]([CH2:24][CH3:25])[N:20]=3)[CH:16]=2)[C:11](=[O:27])[CH:10]=1)C1C=CC=CC=1>CO.[C].[Pd]>[CH2:24]([N:19]1[C:18]([CH3:26])=[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:27])=[CH:16]2)=[N:20]1)[CH3:25]

Participants

4

Reactant 1

HCID 1177986464-(benzyloxy)-1-(2-ethyl-3-methyl-2H-indazol-5-yl)pyridin-2(1H)-one

Product 1

HCID 1177986361-(2-ethyl-3-methyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-oneYield 95.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A suspension of 4-(benzyloxy)-1-(2-ethyl-3-methyl-2H-indazol-5-yl)pyridin-2(1H)-one (1.5 g) and 10% palladium carbon (444 mg) in methanol (30 ml) 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 (1.07 g).

Workup

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

Sources & evidence

ORD record
ord-ee2ac9e84cac4bbcbe12c873223def22
Source dataset
uspto-grants-2015_12
Patent number
US09199963B2

Reaction notes

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