Fluorinated pyridine derivatives: Part 1. The synthesis of some mono-and bis-quaternary pyridine salts of potential use in the treatment of nerve agent poisoning

CM Timperley, M Bird, SC Heard, S Notman…

Index: Timperley, Christopher M.; Bird, Mike; Heard, Suzannah C.; Notman, Stuart; Read, Robert W.; Tattersall, John E.H.; Turner, Simon R. Journal of Fluorine Chemistry, 2005 , vol. 126, # 8 p. 1160 - 1165

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Citation Number: 26

Abstract

Experiments were performed to determine whether F-and CF3-substituted pyridines undergo quaternization with iodomethane (1: 1 molar ratio in THF) and 1, 3-diiodopropane (2: 1 molar ratio in MeCN). 2-Fluoropyridine and 2-(trifluoromethyl) pyridine did not react with MeI even under prolonged reflux, while 3-fluoropyridine, 3, 5-difluoropyridine, 3- (trifluoromethyl) pyridine and 4-(trifluoromethyl) pyridine gave methiodide salts in 28–72% ...