1-methyl-5-nitro-2(1H)-pyridinone → 5-Amino-1-methyl-1,2-dihydropyridin-2-one

HRID 1441731Notes

Reaction equation

HRID 1441731 reaction equation
[CH3:1][N:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]1=[O:11]>CO.CC(O)=O.[Pd]>[NH2:8][C:6]1[CH:5]=[CH:4][C:3](=[O:11])[N:2]([CH3:1])[CH:7]=1

Participants

5

Reactant 1

HCID 2958661-methyl-5-nitro-2(1H)-pyridinone

Product 1

HCID 102200055-Amino-1-methyl-1,2-dihydropyridin-2-one

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

A solution of compound 50B (200 mg, 1.298 mmol) and 10% Pd/C (˜5 mg) in MeOH and AcOH was stirred under H2 at 1 atmosphere for 30 minutes. The reaction solution was filtered through a pad of celite eluting with MeOH. The MeOH was removed under reduced pressure to give compound 50C.

Workup

  1. filtrationThe reaction solution was filtered through a pad of celite
  2. washeluting with MeOH
  3. customThe MeOH was removed under reduced pressure

Sources & evidence

ORD record
ord-6bff92f6f0fa413cbb9b190ca49314cb
Source dataset
uspto-grants-2010_02
Patent number
US07655688B2

Reaction notes

Loading…