HCID 54370741, compound → Ethyl 5-amino-2-pyridinepropanoate

HRID 1017993Notes

Reaction equation

HRID 1017993 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][N:8]=1)[CH3:2]>[Pd].C(O)C>[CH2:1]([O:3][C:4](=[O:16])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][N:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 54370741HCID 54370741, compound

Product 1

HCID 23349309Ethyl 5-amino-2-pyridinepropanoateYield 100.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 3-(5-nitro-pyrid-2-yl)propenoic acid ethyl ester [0.8 g Reference Example 5(a)], ethanol (30 ml) and 5% palladium on charcoal (0.13 g) was stirred at ambient temperature under an atmosphere of hydrogen for 7 hours, left to stand over night and then stirred for a further 24 hours. The reaction mixture was filtered through a short pad of diatomaceous earth. The filtrate was evaporated to give the title compound (0.7 g) as a green oil.

Workup

  1. waitleft
  2. waitto stand over night
  3. stirringstirred for a further 24 hours
  4. filtrationThe reaction mixture was filtered through a short pad of diatomaceous earth
  5. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-7d0053dee86a4046aee32d014ef29220
Source dataset
uspto-grants-2002_11
Patent number
US06479519B1

Reaction notes

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