Synthesis
5-Fluoro-2-methylbenzoic acid (2.3 g) was dissolved in tetrahydrofuran (THF, 50 ml). To the solution, iodomethane (0.95 ml) and N,N-diisopropylethylamine (3.2 ml) were added sequentially. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the mixture was filtered and the filtrate concentrated to give methyl 5-fluoro-2-methylbenzoate (2.3 g; 90% yield).1H-NMR (CDCl3) δ: 2.6 (s, 3H), 3.9 (s, 3H), 7.0-7.2 (m, 2H), 7.6-7.7 (m, 1H).
References
[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 17, p. 5286 - 5289
[2] Patent: WO2006/116157, 2006, A2. Location in patent: Page/Page column 83-84
