Groebke multicomponent reaction and subsequent nucleophilic aromatic substitution for a convenient synthesis of 3,8-diaminoimidazo[1,2-a]pyrazines as potential kinase inhibitors

Margherita Guasconi, Xiaoyun Lu, Alberto Massarotti, Antonio Caldarelli, Elisa Ciraolo, Gian Cesare Tron, Emilio Hirsch, Giovanni Sorba, Tracey Pirali

Research output: Contribution to journalArticlepeer-review

Abstract

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 substitution with ammonia or primary and secondary amines. The potential of the reported scaffold is strengthened by the inhibition of STAT5-dependent transcription displayed by four of the synthesized compounds.

Original languageEnglish
Pages (from-to)4144-4149
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume9
Issue number11
DOIs
Publication statusPublished - 7 Jun 2011

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