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NMR study of 5-substituted pyrazolo[3,4-c]pyridine derivatives

✍ Scribed by Orestis Tsikouris; Tomáš Bartl; Jaromír Toušek; Nikolaos Lougiakis; Tony Tite; Panagiotis Marakos; Nicole Pouli; Emmanuel Mikros; Radek Marek

Publisher: John Wiley and Sons
Year: 2008
Tongue: English
Weight: 166 KB
Volume: 46
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.2226

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✦ Synopsis

Abstract

Substituted pyrazolopyridines are potent inhibitors of phosphodiesterases and cyclin‐dependent kinases. In this study, NMR was used to investigate the potential N1‐H and N2‐H tautomerism of 5‐substituted pyrazolo[3,4‐c]pyridine derivatives. Six compounds were fully characterized by using ^1^H, ^13^C, and ^15^N chemical shifts and indirect ^1^H^13^C and ^1^H^15^N coupling constants. The ^1^H NMR spectra were measured over a broad range of temperatures. All of the compounds were shown to exist predominantly in the N1‐H tautomeric form. Complementary quantum‐chemical calculations of the chemical shieldings and indirect spin‐spin couplings support the structural conclusions drawn. Copyright © 2008 John Wiley & Sons, Ltd.

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