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

HRID 1502108Notes

Reaction equation

HRID 1502108 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>CO.[Ni]>[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 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of ethyl (5-nitropyridin-2-yl)acetate (2.40 g, 11.4 mmol), Raney-Ni (50 mg) in 100 mL of MeOH was stirred at room temperature overnight. The mixture was filtered and concentrated to give ethyl (5-aminopyridin-2-yl)acetate.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-2259ed2812f7420a9fa5a04875fd0681
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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