N-(2-Ethylbutyl)-2-(3-nitro-2-oxopyridin-1(2H)-yl)acetamide → 2-(3-Amino-2-oxopyridin-1(2H)-yl)-N-(2-ethylbutyl)acetamide

HRID 58319Notes

Reaction equation

HRID 58319 reaction equation
[CH2:1]([CH:3]([CH2:19][CH3:20])[CH2:4][NH:5][C:6](=[O:18])[CH2:7][N:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-])=O)[C:9]1=[O:17])[CH3:2]>CO.[Pd]>[NH2:14][C:10]1[C:9](=[O:17])[N:8]([CH2:7][C:6]([NH:5][CH2:4][CH:3]([CH2:19][CH3:20])[CH2:1][CH3:2])=[O:18])[CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 1

HCID 89925698N-(2-Ethylbutyl)-2-(3-nitro-2-oxopyridin-1(2H)-yl)acetamide

Product 1

HCID 899258912-(3-Amino-2-oxopyridin-1(2H)-yl)-N-(2-ethylbutyl)acetamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

100 mg (0.36 mmol) of N-(2-ethylbutyl)-2-(3-nitro-2-oxopyridin-1(2H)-yl)acetamide are suspended under nitrogen atmosphere in 7 mL of methanol. To this solution 10 mg of Pd/C (10%) is added and stirred under hydrogen atmosphere at atmosphere pressure for 2 h at RT. The catalysis is separated by filtration over silica gel, before the solvent is removed in vacuo. Green-gray solid is obtained and it is suitable for further processing without purification.

Workup

  1. customThe catalysis is separated by filtration over silica gel, before the solvent
  2. customis removed in vacuo
  3. customGreen-gray solid is obtained
  4. customit is suitable for further processing without purification

Sources & evidence

ORD record
ord-faf33ad76c014439ac870f78d45027bb
Source dataset
uspto-grants-2016_09
Patent number
US09434763B2

Reaction notes

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