Methyl 6-amino-5-nitropyridine-3-carboxylate → Methyl 5,6-diaminopyridine-3-carboxylate

HRID 427498Notes

Reaction equation

HRID 427498 reaction equation
[NH2:1][C:2]1[C:11]([N+:12]([O-])=O)=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1.[H][H]>[Pd].CO>[NH2:12][C:11]1[C:2]([NH2:1])=[N:3][CH:4]=[C:5]([CH:10]=1)[C:6]([O:8][CH3:9])=[O:7]

Participants

5

Reactant 2

HCID 13768248Methyl 6-amino-5-nitropyridine-3-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 9920476Methyl 5,6-diaminopyridine-3-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Methyl 6-amino-5-nitronicotinate (9.0 g, 46 mmol) and a small amount of Pd/C cat. were added to methanol (200 ml) and the mixture was hydrogenated at room temperature and atmospheric pressure until the uptake of hydrogen ceased. Following filtration through celite, the methanol was evaporated under reduced pressure to give the title compound, 7.0 g (92%).

Workup

  1. customwas hydrogenated at room temperature
  2. filtrationfiltration through celite
  3. customthe methanol was evaporated under reduced pressure

Sources & evidence

ORD record
ord-02d92824d41e468fa86f2ba63b09f304
Source dataset
uspto-grants-2001_11
Patent number
US06313137B1

Reaction notes

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