Process for preparing 1,4,5,6-tetrahydropyrazine-2-carboxamides

Details Process for preparing 1,4,5,6-tetrahydropyrazine-2-carboxamides Process for preparing 1,4,5,6-tetrahydropyrazine-2-carboxamides

C - Chemistry, Metallurgy

07

D

C07D 241/06 (2006.01)

Patent

CA 2208573

A process for the production of 1,4,5,6-tetrahydropyrazine-2- carboxylic acid amides of the general formula (I), where R1 means hydrogen, alkyl, cycloalkyl or arylalkyl, R2 means alkyl, aryl or arylalkyl and R3, R4 and R5 mean independently from each other hydrogen, alkyl, aryl or arylalkyl or R2 forms an alicyclic system with R3 or R4 and the adjacent C atom(s), R6 being hydrogen or acyl. The products are obtained from the corresponding tetrahydropyrazine carboxylic acid nitriles and olefins or corresponding carbenium ion precursors and possibly carboxylic acids in a Ritter reaction. The products are new and can be used, for example, for the production of piperazine carboxylic acid amides.

L'invention concerne un procédé pour la production d'amides d'acide 1,4,5,6-tétrahydropyrazine-2-carboxylique de la formule générale (I) où R<1> représente hydrogène, alkyle, cycloalkyle, aryle ou bien arylalkyle, R<2> représente alkyle, aryle ou bien arylalkyle et R<3>, R<4> et R<5> représentent indépendamment les uns des autres hydrogène, alkyle, aryle ou bien arylalkyle, ou encore R<2> forme un système alicyclique avec R<3> ou R<4> et l'atome/les atomes de C adjacents, R<6> étant hydrogène ou acyle. Les produits sont obtenus à partir des nitriles d'acide tétrahydropyrazine carboxylique et des oléfines correspondants ou bien des précurseurs d'ions carbénium correspondants et éventuellement d'acides carboxyliques lors d'une réaction de Ritter. Ces produits sont nouveaux et s'utilisent par exemple pour la production d'amides d'acide pipérazine carboxylique.

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