A. M. Likhosherstov, V. P. Peresada, A. P. Skoldinov
Oct 1, 1993
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Journal
Pharmaceutical Chemistry Journal
Abstract
Octahydropyrrol[1,2-a]pyrazines are structural fragments of several drugs [4, 9], the synthesis of which were brought about through the difficultly available chloropentanoic acid using lithium aluminum hydride [1]. In the present work we examine a new route to octahydropyrrolo[1,2-a]pyrazine (Ia) and its homologs, starting form the 3,4-dihydropyrrolo[1,2-a]pyrazines (II), which is easily accessible [5-7]. It was established earlier that the reduction of the azomethine bond in compounds II proceed easily [8], and thus the possibility of the complete hydrogenation of the 3,4-dihydropyrrolo[1,2-a]pyrazine system is defined by the possibility of hydrogenation in this pyrrole ring. We showed that the hydrogenation of IIa with catalysis by precious metals with the formation of Ia proceeds in acidic medium and at room temperature and atmospheric pressure [2].