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

HRID 1502156Notes

Reaction equation

HRID 1502156 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.[H][H]>C(OCC)(=O)C.[Pd]>[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

5

Reactant 2

HCID 18670679Ethyl 2-(5-nitropyridin-2-YL)acetateHCID 178418361HCID 178418361, compound

Product 1

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

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Ethyl 2-(5-nitropyridin-2-yl)acetate (1.75 g, 8.33 mmol) was dissolved in ethyl acetate (20 ml) the added Pd/C (1.0 g, 9.4 mmol) and stirred under a balloon of hydrogen for 3 hrs. Filtered off the catalysts and concentrated to yield ethyl 2-(5-aminopyridin-2-yl)acetate: LC-MS: M+1=181

Workup

  1. filtrationFiltered off the catalysts
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-f4cc48b5a1cd4b2492e607a2ea88650e
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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