Methyl pyrazinoate → HCID 15508341, compound

HRID 352787Notes

Reaction equation

HRID 352787 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[N:9][CH:8]=[CH:7][N:6]=1)=[O:4]>CO.[C].[Pd]>[CH3:1][O:2][C:3]([C:5]1[NH:6][CH2:7][CH2:8][NH:9][CH:10]=1)=[O:4]

Participants

4

Reactant 1

HCID 72662Methyl pyrazinoate

Product 1

HCID 15508341HCID 15508341, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

At room temperature, 2-methoxycarbonylpyrazine (1.00 g) was dissolved in methanol. The resulting solution was subjected to catalytic reduction by the addition of 10% palladium-carbon (100 mg) for 2 hours under normal pressure. After the removal of the catalyst by filtration, the solvent was distilled off under reduced pressure. The residue was purified by chromatography on a silica gel column (5% methanol-dichloromethane), whereby 6-methoxycarbonyl-1,2,3,4-tetrahydropyrazine (880 mg, 86%) was obtained as a yellow oil.

Workup

  1. customAfter the removal of the catalyst
  2. filtrationby filtration
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe residue was purified by chromatography on a silica gel column (5% methanol-dichloromethane)

Sources & evidence

ORD record
ord-f5d9846257ed46c5b8571e48d69dc3c2
Source dataset
uspto-grants-2004_06
Patent number
US06747023B1

Reaction notes

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