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A general and efficient route to 6‐methyl‐pyrazin‐2‐yl‐amines: Alkylation of 2,6‐dichloropyrazine via malonate derivatives
Author(s) -
Colbon Paul J. J.,
Foster Alison C.,
Giles Melvyn E.,
Patel Zakariya,
Singleton John T.
Publication year - 2008
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.5570450531
Subject(s) - chemistry , decarboxylation , malonate , alkylation , diethyl malonate , hydrolysis , organic chemistry , acetic acid , reductive amination , amination , combinatorial chemistry , catalysis
We have developed a convenient two‐stage process for the synthesis of 6‐methylpyrazine‐2‐yl‐amines from commercially available materials. The procedure involves the synthesis of (6‐chloro‐pyrazin‐2‐yl)‐acetic acid via arylation of diethyl malonate and in situ hydrolysis/decarboxylation. A second decarboxylation takes place under the subsequent amination conditions allowing simple and efficient access to the intended pyrazines.