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Studies on pyrazine. 23 . Homolytic acylation of 2‐amino‐3‐cyanopyrazine and the related compounds with α‐keto acids: A synthesis of 5‐acyl‐3‐aminopyrazinecarboxylic acid derivatives
Author(s) -
Sato Nobuhiro,
Kadota Hisashi
Publication year - 1992
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570290702
Subject(s) - homolysis , chemistry , acylation , pyrazine , reactivity (psychology) , organic chemistry , amino acid , medicinal chemistry , biochemistry , radical , catalysis , medicine , alternative medicine , pathology
Homolytic acylation of 2‐amino‐3‐cyanopyrazine (1) with α‐keto acids led to the formation of 6‐acylated compounds in 74‐85% yields. Methyl 3‐aminopyrazinecarboxylate (2) and 3‐aminopyrazinecarboxamide (3) were also acylated under the same conditions although in lower yields. The observed reactivity of acylation is explained by comparison with the homolytic reactions of related pyrazines.