Downstream synthetic route of 32601-86-8

32601-86-8 2-Chloro-3-methylquinoxaline 236276, aquinoxaline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32601-86-8,2-Chloro-3-methylquinoxaline,as a common compound, the synthetic route is as follows.

To a solution of 2-chloro-3-methylquinoxaline L [45] (650mg, 3.6mmol) and 4-chlorophenol (0.37mL, 3.6mmol) in anhydrous DMF (15mL), Cs2CO3 (1.19 g, 3.6mmol) was added under inert atmosphere. The mixture was stirred at 70C overnight. After completion of the reaction, water was added, leading to a precipitate which was separated by filtration. The resulting precipitate was then thoroughly washed with water. The precipitate was dissolved in CH2Cl2 and dried with Na2SO4. After filtration and evaporation, the resulting solid was purified by silica gel column chromatography (eluent: Petroleum Ether/CH2Cl2 1/1) to afford 2-(4-chlorophenoxy)-3-methylquinoxaline. Yield 85%. Off-white powder. mp 108C. 1H NMR (250MHz, CDCl3) delta=7.69 (dd, J=6.1, 3.7 Hz, 1H), 7.57 (dd, J=6.3, 3.5 Hz, 2H), 7.46-7.38 (m, 2H), 7.28-7.19 (m, 2H), 2.81 (s, 3H). 13C NMR (63MHz, CDCl3) delta=155.8, 151.5, 147.9, 139.6, 139.4, 130.6, 129.7, 129.4, 128.1, 127.6, 127.4, 123.3, 20.7. LC-MS (ESI, 35 eV): tR=4.35min, m/z 271 [M+H]+., 32601-86-8

32601-86-8 2-Chloro-3-methylquinoxaline 236276, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Article; Desroches, Justine; Kieffer, Charline; Primas, Nicolas; Hutter, Sebastien; Gellis, Armand; El-Kashef, Hussein; Rathelot, Pascal; Verhaeghe, Pierre; Azas, Nadine; Vanelle, Patrice; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 68 – 86;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider