title: Preparation of N-alkylated pyridones via selective N-alkylation of 2-alkoxypyridines on solid phase.
abstract: Regioselective solid-phase synthesis of N-alkylated 2-pyridones has been carried out starting from 2-halopyridines. Variously substituted 2-halopyridines were linked to a Wang resin in quantitative yields to afford 2-alkoxypyridines. The coupled products were then reacted with a variety of alkyl halides, resulting in tandem alkylation and cleavage from the resin to generate N-alkylated pyridones with no detectable traces of O-alkylated products. The scope and limitations of this exceptionally selective reaction have been studied.
authors.affiliation: Karo Bio AB, Novum, SE-14157 Huddinge, Sweden. marcus.ruda@karobio.se
authors.forename: Marcus C
authors.initials: MC
authors.lastname: Ruda
authors.forename: Jan
authors.initials: J
authors.lastname: Bergman
authors.forename: Jinchang
authors.initials: J
authors.lastname: Wu