Extracurricular laboratory: Synthetic route of 17117-13-4

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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 17117-13-4, name is 2-Bromo-4-ethoxypyridine. A new synthetic method of this compound is introduced below., Formula: C7H8BrNO

Under an argon atmosphere, 0.81 g (4.00 mmol) of 2-bromo-4-ethoxy-pyridine, 1.02 g (6.40 mmol) of 2,6-difluoro-pyridyl-3-boronic acid, 0.0374 g (0.032 mmol) of Pd(PPh3)4 were dissolved in 30 mL of dioxane, followed by addition of 10 mL of an aqueous solution of 5wt% K2CO3, heated to reflux, stirred for 18 h. After naturally cooled to room temperature, an appropriate amount of distilled water was added, and the solution was extracted several times with ethyl acetate, the organic phase were combined and dried over anhydrous MgSO4. After filtration, solvent was removed from the filtrate under reduced pressure to give the crude product. The crude product was purified to silica gel column chromatography using a mixture of ethyl acetate and n-hexane (v/v=1:4) as eluent to obtain 0.56g of a colorless solid product in 59.6% yield. 1H NMR (400 MHz, CDCl3, ppm): delta 8.92 (d, 1H), 8.65 (d, 1H), 7.75 (d, 1H), 7.43 d, 1H), 6.92 (s, 1H), 4.12 (m, 2H), 1.90 (m, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 17117-13-4, 2-Bromo-4-ethoxypyridine.

Reference:
Patent; Ocean’s King Lighting Science & Technology Co., Ltd.; ZHOU, Mingjie; WANG, Ping; ZHANG, Juanjuan; ZHANG, Zhenhua; EP2727928; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem