2(1H)-Pyridinone, 5-ethyl-6-methyl-3-nitro- → 3-Amino-5-ethyl-6-methyl-1H-pyridin-2-one

HRID 1586643Notes

Reaction equation

HRID 1586643 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([N+:11]([O-])=O)[C:6](=[O:10])[NH:7][C:8]=1[CH3:9])[CH3:2].[H][H]>CO.O1CCCC1.[Pd]>[NH2:11][C:5]1[C:6](=[O:10])[NH:7][C:8]([CH3:9])=[C:3]([CH2:1][CH3:2])[CH:4]=1

Participants

6

Reactant 2

HCID 103523142(1H)-Pyridinone, 5-ethyl-6-methyl-3-nitro-HCID 178418361HCID 178418361, compound

Product 1

HCID 4810223-Amino-5-ethyl-6-methyl-1H-pyridin-2-one

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A yellow solution of the 5-ethyl-6-methyl-3-nitro-2(1H)-pyridinone (10 g, 55 mmol) in a mixture of methanol and tetrahydrofuran (100 mL, 1:1 v/v) was reduced catalytically in the presence of 7% palladium on charcoal (0.7 g) under and atmosphere of hydrogen (50 psi) at room temperature over a period of 3.5 hours. The resultant mixture was filtered through a small pad of Celite. The filtrate was concentrated under reduced pressure (15 torr) to provide the corresponding aminopyridone.

Workup

  1. customat room temperature
  2. customof 3.5 hours
  3. filtrationThe resultant mixture was filtered through a small pad of Celite
  4. concentrationThe filtrate was concentrated under reduced pressure (15 torr)

Sources & evidence

ORD record
ord-5dc27f759d3a45a5aabc838a979ca60d
Source dataset
uspto-grants-1993_06
Patent number
US05215900

Reaction notes

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