Ethyl pyrazinecarboxylate → Ethyl 1,4,5,6-tetrahydropyrazine-2-carboxylate

HRID 2270996Notes

Reaction equation

HRID 2270996 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8]>CCO.[H][H].[OH-].[OH-].[Pd+2]>[NH:1]1[CH2:6][CH2:5][NH:4][CH:3]=[C:2]1[C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

5

Reactant 1

HCID 81341Ethyl pyrazinecarboxylate

Product 1

HCID 18387556Ethyl 1,4,5,6-tetrahydropyrazine-2-carboxylateYield 102%

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A solution of ethyl pyrazine-2-carboxylate (60 g) in EtOH (500 ml) was subjected to catalytic reduction using palladium hydroxide on carbon (5.0 g), in hydrogen at 3 atm for 4 hours. The catalyst was removed by filtration and the filtrate was concentrated in vacuo to give 62.8 g of ethyl 1,4,5,6-tetrahydropyrazine-2-carboxylate as an oil.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-a71465ad30e748fdb1ec4b21f8e27fdd
Source dataset
uspto-grants-2001_12
Patent number
US06333324B1

Reaction notes

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