Synthesis and Properties of 6-Amino-7-hetaryl-5-R-5H-pyrrolo[2,3-b]pyrazine-2,3-dicarbonitriles

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• 作者：Volovenko ; Yu. M. ; Dubinina ; G. G.
• 关键词：6 ; aminopyrrolo[2 ; 3 ; b]pyrazine ; 1H ; benzo[4 ; 5]imidazo[1 ; 2 ; c]pyrazino[2' ; 3' ; 4 ; 5]pyrrolo[3 ; 2 ; e]pyrimidine ; 1H ; pyrrolo[2' ; 3' ; 5 ; 6]pyrazino[2 ; 3 ; d]pyridazine
• 刊名：Chemistry of Heterocyclic Compounds
• 出版年：2002
• 出版时间：2002
• 年：2002
• 卷：38
• 期：3
• 页码：336-343
• 全文大小：159 KB

文摘

We have established that when 5-chloro-6-[cyano(2,3-dihydro-1-R-benzo[d]azol-2-yl)methyl]-2,3-pyrazinedicarbonitriles are reacted with nucleophilic reagents (aliphatic and aromatic amines, hydrogen sulfide), annelation of the five-membered ring occurs on the [b] face of the pyrazine with formation of 6-amino-7-hetaryl-5-R-5H-pyrrolo[2,3-b]pyrazine-2,3-dicarbonitriles and 6-amino-7-(1H-benzo[d]imidazol-2-yl)thieno[2,3-b]pyrazine-2,3-dicarbonitrile respectively. Further heating with excess of acylating reagent leads to formation of a novel heterocyclic system 1H-benzo[4,5]imidazo[1,2-c]pyrazino[2',3':4,5]pyrrolo[3,2-e]pyrimidine. Reaction of vicinal dinitriles with hydrazine hydrate leads to the novel system 1H-pyrrolo[2',3':5,6]pyrazino[2,3-d]pyridazine.