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

HRID 2300286Notes

Reaction equation

HRID 2300286 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 bottome 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-34bffd3f2bde42b2b1bed8914863713a
Source dataset
uspto-grants-2002_12
Patent number
US06498176B1

Reaction notes

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