Synthesis
Step A: 1H-1,2,3-triazole (1.0 g, 14.5 mmol), iodomethane (3.1 g, 21.7 mmol), and potassium carbonate (4.0 g, 28.9 mmol) were dissolved in tetrahydrofuran (15 mL), and the reaction was stirred for 3 hours at room temperature. After the reaction was completed, ethyl acetate (20 mL) and water (10 mL) were added for extraction and the organic phase was separated. The organic phase was concentrated under reduced pressure to remove the solvent to obtain the crude product. The crude product was purified by silica gel column chromatography with 10% methanol/dichloromethane as eluent to afford 1-methyl-1H-1,2,3-triazole (860 mg, 10.4 mmol, 71% yield) as a yellow oil.
References
[1] Crystal Growth and Design, 2015, vol. 15, # 2, p. 752 - 758
[2] Chemistry - A European Journal, 2017, vol. 23, # 71, p. 17870 - 17873
[3] Patent: WO2015/142903, 2015, A2. Location in patent: Page/Page column 102
[4] Patent: WO2015/140133, 2015, A1. Location in patent: Page/Page column 115
[5] ACS Medicinal Chemistry Letters, 2015, vol. 6, # 6, p. 650 - 654
