A novel dealkylation affording 3-aminoimidazo[1,2-a]pyridines: access to new substitution patterns by solid-phase synthesis

The three-component synthesis of 5-aminoimidazo[1,2-a]pyridine derivatives has been extended by a novel acid-induced dealkyation reaction that removes the 1,1,3,3-tetramethylbutyl group derived from the isonitrile input. This reaction was conducted on the solid-phase using the HMBA linker and the re sulting products subjected to reductive alkylation using several aldehydes, thereby accessing novel substitution patterns at the 3-position. (C) 2000 Elsevier Science Ltd.. All rights reserved.