2-Amino-4-methyl-3-nitropyridine → 4-Methylpyridine-2,3-diamine

HRID 1890620Notes

Reaction equation

HRID 1890620 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([CH3:11])[CH:5]=[CH:4][N:3]=1.[H][H]>C(O)C.[C].[Pd]>[NH2:1][C:2]1[C:7]([NH2:8])=[C:6]([CH3:11])[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 2

HCID 2431662-Amino-4-methyl-3-nitropyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 3174954-Methylpyridine-2,3-diamine

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Commercially available 2-amino-4-methyl-3nitropyridine (10.0 g, 65.3 mmol) was suspended in ethanol (450 mL) and the flask was filled with argon. 10% palladium carbon (13.9 g, 50% water-containing) was added to the mixture and stirred at room temperature overnight under the flow of hydrogen. Solids were filtered through Celite and this was washed with ethanol. The filtrate was concentrated under reduced pressure to obtain Compound P12 (7.81 g, 63.3 mmol, 97%).

Workup

  1. additionthe flask was filled with argon
  2. filtrationSolids were filtered through Celite
  3. washthis was washed with ethanol
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customto obtain Compound P12 (7.81 g, 63.3 mmol, 97%)

Sources & evidence

ORD record
ord-c01d03f113134bd5a2474027ec54dea9
Source dataset
uspto-grants-2013_08
Patent number
US08507484B2

Reaction notes

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