Ethyl 2-(5-nitropyridin-2-YL)acetate → Ethyl 2-(5-aminopyridin-2-yl)acetate

HRID 602444Notes

Reaction equation

HRID 602444 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:8][CH:9]=1)([O-])=O>[Pd].CO>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:8][CH:9]=1

Participants

4

Reactant 1

HCID 18670679Ethyl 2-(5-nitropyridin-2-YL)acetate

Product 1

HCID 21876034Ethyl 2-(5-aminopyridin-2-yl)acetate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The mixture of ethyl (5-nitropyridin-2-yl)acetate (3.27 g, 15.6 mmol, step 2 of Example 1) and 5 wt. % palladium on carbon (320 mg) in methanol (25 mL) was stirred under hydrogen (1 atom) at room temperature for 4 h. The mixture was filtered through a pad of Celite washing with methanol and the filtrate was concentrated to give 2.98 g (quant.) of the title compound as a yellow oil.

Workup

  1. filtrationThe mixture was filtered through a pad of Celite
  2. washwashing with methanol
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-c7c8d2f413d64e73b51eff879cc14c5d
Source dataset
uspto-grants-2011_03
Patent number
US07906532B2

Reaction notes

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