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Clear colorless to slightly yellow liquid

2-Methoxypyridine can be used as an intermediate to synthesize 2-methoxy-3-pyridinesulfonyl chloride which is patented as a reactant used to prepare erythromycin macrolide antibiotics as antibacterial and antiprotozoal agents. It can also be used to prepare bicyclic iminopyrimidinones as Beta Amyloid Cleaving Enzyme-1 (BACE1) inhibitors.

CsSO4F may be used to fluorinate pyridine directly, but the reaction is very sensitive to the solvents employed. When solvents such as pentane and diethyl ether were used, 2-fluoropyridine was the major product, but use of nucleophilic solvents, such as methanol gave 2-methoxypyridine.

[1] DAI W, LIU S, ZHANG Z, et al. Conformational preferences and isomerization upon excitation/ionization of 2-methoxypyridine and 2-N-methylaminopyridine†[J]. Physical Chemistry Chemical Physics, 2018, 9: 6211-6226. DOI:10.1039/C7CP07854D.
[2] Singh, Avtar, et al. "Synthesis of C-6 and C-3 substituted chalcogen derivatives of 2-methoxypyridine through lithiation of 2-methoxypyridine: An experimental and quantum chemical study." Inorganica Chimica Acta 432 (2015): 109-114.
[3] Trécourt, F., et al. "Catalyzed metalation applied to 2-methoxypyridine." The Journal of Organic Chemistry 53.7 (1988): 1367-1371.
[4] Ahipa, T. N., and Airody Vasudeva Adhikari. "2-Methoxypyridine derivatives: synthesis, liquid crystalline and photo-physical properties." New Journal of Chemistry 38.10 (2014): 5018-5029.
[5] WANYING CHENG . Conformation and bonding of 2-methoxypyridine and its monohydrate from rotational spectra[J]. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2020, 239: Article 118434. DOI:10.1016/j.saa.2020.118434.