Journal article
Synthesis of substituted 4-(1H-indol-6-yl)-1H-indazoles as potential PDK1 inhibitors
M Brzozowski, NJ O'Brien, DJD Wilson, BM Abbott
Tetrahedron | PERGAMON-ELSEVIER SCIENCE LTD | Published : 2014
Abstract
The development of a preparative route to a series of novel 4-(1H-indol-6-yl)-1H-indazole compounds as potential PDK1 inhibitors is described. The synthetic strategy centres on the late-stage Suzuki cross-coupling of N-unprotected indazole and indole fragments. The use of a monoligated palladium catalyst system was found to be highly beneficial in the cross-coupling reaction. The indazole and indole fragments were constructed by diazotisation/cyclisation and SNAr/reductive cyclisation sequences, respectively. © 2013 Elsevier Ltd. All rights reserved.
Grants
Funding Acknowledgements
The authors would like to thank Dr. Sebastian Marcuccio of Advanced Molecular Technologies Pt. Ltd. (AMT) for assistance with cross-coupling chemistry and Dr. Les Deady (La Trobe Institute for Molecular Science, La Trobe University) for helpful synthesis discussions. We thank Dr. Jason Dang (Monash Institute of Pharmaceutical Science, Monash University) for HRMS analysis. M.B. is grateful to La Trobe University for financial support through the provision of a La Trobe University Postgraduate Scholarship and the LIMS Writing-Up Award.