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Most literature examples of N-methoxy pyridine or quinoline salts (see for example: Katritzky, A. R.; Lunt, E. Tetrahedron 1969, 25, 4291) describe isolation as the corresponding perchlorates. Due to the explosive nature of perchlorates in general, we sought to avoid such an unnecessary hazard, and as a result found that the hexafluorophosphate counterion afforded nicely crystalline non-hygroscopic salts which could be easily purified by trituration with ether. Several of these salts, notably 14a and 17, remain free flowing after storage at ambient temperature for >2 years following completion of this project.
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