Benzyl ethyl 2-(6-nitro-3-pyridinyl)malonate → Ethyl 2-(6-nitropyridin-3-yl)acetate

HRID 724159Notes

Reaction equation

HRID 724159 reaction equation
[N+:1]([C:4]1[N:9]=[CH:8][C:7]([CH:10](C(OCC)=O)[C:11]([O:13][CH2:14][C:15]2C=CC=CC=2)=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2]>C(O)C.[Pd]>[N+:1]([C:4]1[N:9]=[CH:8][C:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 1

HCID 21875897Benzyl ethyl 2-(6-nitro-3-pyridinyl)malonate

Product 1

HCID 21300451Ethyl 2-(6-nitropyridin-3-yl)acetate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of benzyl ethyl 2-(6-nitro-3-pyridinyl)malonate (5.26 g, 15.3 mmol,) in ethanol was added palladium on carbon (530 mg) and stirred for 6 h under hydrogen atmosphere at room temperature. The catalyst was filtered off through a pad of celite and the filtrate was concentrated to give a title compound as yellow brown oil.

Workup

  1. filtrationThe catalyst was filtered off through a pad of celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1094822fcc2344c4b4b93dac7c158959
Source dataset
uspto-grants-2006_11
Patent number
US07141580B2

Reaction notes

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