1312550-06-3Relevant academic research and scientific papers
Multi-substituted 8-aminoimidazo[1,2-a]pyrazines by Groebke-Blackburn-Bienaym reaction and their Hsp90 inhibitory activity
Ren, Jing,Yang, Min,Liu, Hongchun,Cao, Danyan,Chen, Danqi,Li, Jian,Tang, Le,He, Jianhua,Chen, Yue-Lei,Geng, Meiyu,Xiong, Bing,Shen, Jingkang
, p. 1531 - 1535 (2015)
Using a 2,3-diamino pyrazine substrate and yttrium triflate catalyst, various 2-alkyl and aryl substituted 3,8-diaminoimidazo[1,2-a]pyrazines were efficiently prepared through Groebke-Blackburn-Bienaym MCR. In particular, a novel 2-piperonyl 3,8-diaminoimidazo[1,2-a]pyrazine structure was prepared exclusively with this new method and was found to have moderate Hsp90 inhibitory activity. A crystalline complex with N-terminus ATP domain of Hsp90 and one of the new Hsp90 inhibitors was also obtained to elucidate the origin of activity of 2-piperonyl 3,8-diaminoimidazo[1,2-a]pyrazines.
Groebke multicomponent reaction and subsequent nucleophilic aromatic substitution for a convenient synthesis of 3,8-diaminoimidazo[1,2-a]pyrazines as potential kinase inhibitors
Guasconi, Margherita,Lu, Xiaoyun,Massarotti, Alberto,Caldarelli, Antonio,Ciraolo, Elisa,Tron, Gian Cesare,Hirsch, Emilio,Sorba, Giovanni,Pirali, Tracey
, p. 4144 - 4149 (2011/07/08)
In a program aimed at discovering novel protein kinase inhibitors, a convenient synthesis of 3,8-diaminoimidazo[1,2-a]pyrazines has been developed exploiting the isocyanide-based multicomponent Blackburn reaction, followed by a nucleophilic aromatic subst
