Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels. 123-32-0, Name is 2,5-Dimethylpyrazine, molecular formula is C6H8N2. In an article, author is Karmakar, Ananta,once mentioned of 123-32-0, SDS of cas: 123-32-0.
Facile Access to 1,4-Disubstituted Pyrrolo[1,2-a ]pyrazines from alpha-Aminoacetonitriles
An efficient and practical synthetic protocol for the synthesis of 1,4-disubstituted pyrrolo[1,2- a ]pyrazine derivatives is described that originates from alpha-substituted pyrroloacetonitriles which, in turn, are readily available from aryl and alkyl aldehydes. The alpha-pyrroloacetonitriles were subjected to a Friedel-Crafts acylation with methyl chlorooxoacetate followed by reduction of the nitrile group under Pd-catalyzed hydrogenation conditions and finally aromatization with DDQ leading to the desired pyrrolo[1,2- a ]pyrazine derivatives. This method was generalized and successfully applied to various aryl, heteroaryl, and alkyl substrates. The developed protocol provides direct and convenient access to 1,4-disubstituted ring systems in moderate to good overall yields (51-68%) without the need for purification of the intermediates. Further functionalization via the stepwise halogenation (bromination, iodination) and nitration was also demonstrated. In addition, the potential of the ester functionality for elaboration was demonstrated by manipulating into heterocyclic ring systems, exemplified by conversion into benzoxazole derivatives.
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