Introduction of a new synthetic route about 2-Bromo-4-ethoxypyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17117-13-4, 2-Bromo-4-ethoxypyridine, and friends who are interested can also refer to it.

Synthetic Route of 17117-13-4, 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.

[00337] Sodium tert-butoxide (210 mg, 2.2 mmol), l-phenylimidazol-4-amine (Hydrochloride salt) (245 mg, 1.3 mmol), and 2-bromo-4-ethoxy-pyridine (126 mg, 0.6 mmol) were weighed into a microwave vial. The mixture was diluted with 1,4- dioxane (5 mL) and degassed with nitrogen for 10 minutes. 0.1 Equivalents of chloro(2-di-t-butylphosphino-2′,4′,6′-tri-i-propyl-l,r-biphenyl) [2-(2- aminoethyl)phenyl]palladium(II) (t-BuXPhos Palladacycle) was added and degassed with nitrogen for another 10 minutes. The vial was sealed and the reaction was heated at 120 C for 30 minutes in a microwave. LC/MS showed the desired product. The crude was purified with double stacked 50 g amine silica columns eluting with 0- 100%(Ethyl Acetate (10%Methanol)) in hexane over 30 minutes. The pure fractions were combined and concentrated to dryness to afford 15.9 mg of desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17117-13-4, 2-Bromo-4-ethoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; COLLIER, Philip, N.; DAVIES, Robert, J.; DENINNO, Michael, Paul; DOYLE, Elisabeth; FRANTZ, James, Daniel; GOLDMAN, Brian, Anthony; GRILLOT, Anne-Laure; KOLPAK, Adrienne, Lynne; KRAUSS, Raul, Eduardo; LEDFORD, Brian; LIAO, Yusheng; MAGAVI, Sanjay, Shivayogi; MALTAIS, Francois; PEROLA, Emanuele; RYU, Elizabeth, Jin-Sun; SYKEN, Joshua; TANG, Qing; WANG, Tiansheng; (221 pag.)WO2018/106643; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem