N-methyl-3-nitropyridine-2-carboxamide → 3-Amino-N-methylpicolinamide

HRID 1887694Notes

Reaction equation

HRID 1887694 reaction equation
[CH3:1][NH:2][C:3](=[O:13])[C:4]1[C:9]([N+:10]([O-])=O)=[CH:8][CH:7]=[CH:6][N:5]=1.[H][H]>CO.[Pd]>[NH2:10][C:9]1[C:4]([C:3]([NH:2][CH3:1])=[O:13])=[N:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 21405325N-methyl-3-nitropyridine-2-carboxamideHCID 178418361HCID 178418361, compound2×

Product 1

HCID 135332483-Amino-N-methylpicolinamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To N-methyl-3-nitropicolinamide (3.0 g, 16.6 mmol) in methanol (150 mL) was added Pd/C (10% Pd in carbon, 0.45 g, 15 wt %) under argon. Hydrogen balloon was used as the hydrogen source. The reaction was stirred at room temperature overnight. The mixture was filtered through celite and the celite pad was washed several times. The solvent was removed to obtain the desired product (quantitative yield).

Workup

  1. filtrationThe mixture was filtered through celite
  2. washthe celite pad was washed several times
  3. customThe solvent was removed

Sources & evidence

ORD record
ord-552d44b196d6444782f030ee032beae3
Source dataset
uspto-grants-2013_08
Patent number
US08501763B2

Reaction notes

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