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.

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

CIRAOLO, Elisa;HIRSCH, Emilio;
2011

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.
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http://dx.doi.org/10.1039/c1ob05336a
http://pubs.rsc.org/en/content/articlepdf/2011/ob/c1ob05336a
protein kinase inhibitors; multicomponent reactions
Guasconi M; Lu X; Massarotti A; Caldarelli A; Ciraolo E; Tron GC; Hirsch E; Sorba G; Pirali T
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/91591
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