Paper
Synthesis of pyridyl substituted pyrazolo[4,3-c]pyridines as potential inhibitors of protein kinases
Published Aug 18, 2013 · G. Vilkauskaitė, Patricia Schaaf, A. Šačkus
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Abstract
A synthetic route towards 3-(2-pyridyl)-6-(hetero)aryl-1H-pyrazolo[4,3-c]pyridines is described. The key step consists of a microwave-assisted multi-component reaction, including a Sonogashira type cross-coupling of appropriate 5-chloropyrazole-4-carbaldehydes with alkynyl(hetero)arenes followed by pyridine ring formation of the coupling products in the presence of tert-butylamine, directly affording the title compounds. A congener without substituent at N-1 was accessed via cleavage of a tert-butyl protecting group. Detailed NMR spectroscopic studies (H, C and N) were undertaken with the obtained compounds. Selected representatives were evaluated for their potential as inhibitors of protein kinases.
This study presents a synthetic route to 3-(2-pyridyl)-6-(hetero)aryl-1H-pyrazolo[4,3-c]pyridines, which show potential as inhibitors of protein kinases.
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