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

HRID 840925Notes

Reaction equation

HRID 840925 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 charged 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 product 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-db0a3b3a91ce4c07865abdcbe2c969ff
Source dataset
uspto-grants-2002_04
Patent number
US06369086B1

Reaction notes

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