2-Pyrazineacetic acid, 5-(hydroxyamino)-, ethyl ester → Ethyl 2-(5-aminopyrazin-2-YL)acetate

HRID 1502117Notes

Reaction equation

HRID 1502117 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[CH2:5][C:6]1[CH:11]=[N:10][C:9]([NH:12]O)=[CH:8][N:7]=1)[CH3:2]>CO.[OH-].[OH-].[Pd+2]>[NH2:12][C:9]1[N:10]=[CH:11][C:6]([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:14])=[N:7][CH:8]=1

Participants

4

Reactant 1

HCID 1362782792-Pyrazineacetic acid, 5-(hydroxyamino)-, ethyl ester

Product 1

HCID 72212710Ethyl 2-(5-aminopyrazin-2-YL)acetate

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of ethyl[5-(hydroxyamino)pyrazin-2-yl]acetate (2.8 g, 14.2 mmol) and Pd(OH)2 (3 g, 10%) in 150 mL of methanol was stirred at room temperature under 50 psi of H2 for 2 hours before filtration. The filtrate was concentrated to afford ethyl (5-aminopyrazin-2-yl)acetate.

Workup

  1. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-81853719f13b4581a7f9fd0862447aca
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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