Design and Combinatorial Synthesis of a Library of Methylenesulfonamides and Related Compounds as Potential Kinase Inhibitors

Title: Design and Combinatorial Synthesis of a Library of Methylenesulfonamides and Related Compounds as Potential Kinase Inhibitors

Volume: 12 Issue: 3

Author(s): Jane E. Torr, Jonathan M. Large and Edward McDonald

Affiliation:

Keywords: Kinase inhibitors, sulfonamides, heterocyclic scaffolds, cross-couplings

Abstract: An effective parallel solid phase route to methylenesulfonamides and amides bearing a wide variety of substituents is described. The three key reaction steps were reductive amination of a haloheteroaromatic aldehyde onto a benzhydrylamine type polystyrene resin, sulfonamide or amide formation and palladium catalysed transformation of the remaining heteroaromatic halogen. A process of virtual library design and filtering, together with solution and solid phase optimisations, aided the preparation of several novel drug-like product classes in high purities and should allow access to a variety of further useful analogues.

Cite this article as:

Torr E. Jane, Large M. Jonathan and McDonald Edward, Design and Combinatorial Synthesis of a Library of Methylenesulfonamides and Related Compounds as Potential Kinase Inhibitors, Combinatorial Chemistry & High Throughput Screening 2009; 12 (3) . https://dx.doi.org/10.2174/138620709787581747