Ethyl 2-(3-nitropyridin-2-yl)acetate → Ethyl 2-(3-aminopyridin-2-yl)acetate

HRID 1168234Notes

Reaction equation

HRID 1168234 reaction equation
[N+:1]([C:4]1[C:5]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:6][CH:7]=[CH:8][CH:9]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[C:5]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 10104538Ethyl 2-(3-nitropyridin-2-yl)acetate

Product 1

HCID 15475339Ethyl 2-(3-aminopyridin-2-yl)acetateYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Under an atmosphere of nitrogen, Pd/C (10%, 1.36 g) was added to a round bottom flask. Ethyl 2-(3-nitro-pyridin-2-yl)-acetate (8.6 g, 0.41 mol) was dissolved in ethanol (200 mL) and added to the reaction vessel. The reaction was placed under an atmosphere of hydrogen and stirred at room temperature for 30 min. The reaction was filtered through celite, and the filtrate was concentrated in vacuo to afford the title compound as a tan solid (6.94 g, 94% yield).

Workup

  1. additionadded to the reaction vessel
  2. filtrationThe reaction was filtered through celite
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-2bcc04cf92d64396b5e7d141447d3c27
Source dataset
uspto-grants-2003_09
Patent number
US06624171B1

Reaction notes

Loading…