Protecting-group-free mechanosynthesis of amides from hydroxycarboxylic acids: application to the synthesis of imatinib
Tatsiana Nikonovich, Tatsiana Jarg, Jevgenija Martõnova, Artjom Kudrjašov, Danylo Merzhyievskyi, Marina Kudrjašova, Fabrice Gallou, Riina Aav, Dzmitry G. Kananovich
Abstract
The mechanochemical protecting-group-free amidation of hydroxycarboxylic acids is presented. The transformation is applied to the synthesis of imatinib via a two-fold C–N bond construction sequence that bypasses a chlorinated genotoxic intermediate.
Topics & Concepts
MechanosynthesisGroup (periodic table)ChemistryStereochemistryCombinatorial chemistryOrganic chemistryEngineeringChemical engineeringBall millChemical Synthesis and AnalysisChemical Synthesis and ReactionsClick Chemistry and Applications