N-methyl-5-nitro-1H-indazole-3-carboxamide → 5-Amino-N-methyl-1H-indazole-3-carboxamide

HRID 1038005

Reaction equation

HRID 1038005 reaction equation
[CH3:1][NH:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N+:14]([O-])=O)[CH:12]=2)[NH:7][N:6]=1)=[O:4]>CO.[Pd]>[CH3:1][NH:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([NH2:14])[CH:12]=2)[NH:7][N:6]=1)=[O:4]

Participants

4

Reactant 1

HCID 45810073N-methyl-5-nitro-1H-indazole-3-carboxamide

Product 1

HCID 225673195-Amino-N-methyl-1H-indazole-3-carboxamideYield 105.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a suspension of compound 55 (65 mg) in 5 mL of methanol was added catalytic amount of 5% palladium on carbon. The mixture was stirred under a hydrogen atmosphere at room temperature for 4 hrs and filtered through celite. The filtrate was concentrated to afford compound 56 (59 mg).

Workup

  1. filtrationfiltered through celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-7008f161220d40e19af52abfa231e6b5
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Linked notes

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