Abstract
2-Amino-5-(p -hydroxyphenyl)-1,4-pyrazine
and 2-amino-3,5-bis(p -hydroxyphenyl)-1,4-pyrazine
are endowed with excellent antioxidative properties. For a possible
development in medicinal chemistry, the lipophilicity of these lead
compounds has to be increased. Therefore various methods of N -alkylation were systematically explored.
The best results were obtained by quenching aminopyrazinyl anion
with alkyl iodides, and by coupling aldehydes (reductive amination)
in the presence of phenylsilane and tin catalyst.
Key words
pyrazines - alkylations - heterocycles - amines - reductions - antioxidants
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