Synthesis and Biological Evaluation of Substituted 2-anilino-7H-pyrrolopyrimidines as PDK1 Inhibitors

Publication Date

2014-05-21

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DOI

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Crown copyright © 2014 Published by Elsevier Ltd. All rights reserved.

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Published Version

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Yes

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Field of Research

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Degree

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Awarding Institution

Abstract

An efficient and scalable route for a series of novel substituted 2-anilino-7H-pyrrolopyrimidine compounds as potential inhibitors of PDK1, an important regulator of the PI3K/Akt pathway that is dysregulated in many cancers, was developed and is described. The synthetic strategy was designed around Suzuki and BuchwaldeHartwig cross-couplings of a boronate fragment and various customised anilines sequentially with 2,4-dichloro-7-tosyl-7H-pyrrolopyrimidine. All fragments were constructed separately and cross-coupled to provide access to a range of novel compounds. Biological evaluation of these was undertaken, with modest inhibition observed.

Description

Research Statement

Keywords

3-Phosphoinositide-dependent kinase 1 (PDK1), 2-Anilino-7H-pyrrolopyrimidines, Inhibitor, Suzuki cross-coupling, Buchwalde-Hartwig cross-coupling

Citation

O'Brien, N. J., Brzozowski, M., Wilson, D. J., Deady, L. W., & Abbott, B. M. (2014). Synthesis and biological evaluation of substituted 2-anilino-7H-pyrrolopyrimidines as PDK1 inhibitors. Tetrahedron, 70(33), 4947-4956. doi:10.1016/j.tet.2014.05.033

International Standard Serial Number

0040-4020

International Standard Book Number

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