2-Chloro-6-fluoropyridine

However, a recent study demonstrated that a range of substituted pyridines reacted with fluorine diluted with nitrogen giving 2-fluoropyridine derivatives in acceptable yields. Thus, 2-chloropyridine gave mostly 2-chloro-6-fluoropyridine.

Light yellow needles

2-Chloro-6-fluoropyridine is used as a reagent added to tert-butyl (S)-2-(hydroxymethyl)morpholine-4-carboxylate and sodium hydride in N,N-dimethylformamide, followed by warming to 60 °C to synthesize the N-Boc product[1].

[1] Witt, J. O., McCollum, A. L., Hurtado, M. A., Huseman, E. D., Jeffries, D. E., Temple, K. J., Plumley, H. C., Blobaum, A. L., Lindsley, C. W., Hopkins, C. R. (2016). Synthesis and characterization of a series of chiral alkoxymethyl morpholine analogs as dopamine receptor 4 (D4R) antagonists. Bioorganic & Medicinal Chemistry Letters, 26(10), 2481–2488. https://doi.org/10.1016/j.bmcl.2016.03.102