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.
In a sealed tube and under an argon atmosphere were addedsuccessively, 2-chloro-3-methylquinoxaline (0.5 mmol), hydrazone3a (0.75 mmol) PdCl2(CH3CN)2 (10 mol%), [(tBu)2MePH]BF4 (20 mol%) in dry dioxane (4 mL) and the mixture was stirred for 5 min at rt.Then dry LiOtBu (1.8 mmol) was added and the mixture was stirredat 100 C for 3 h. The resulting suspension was cooled to roomtemperature, filtered through a pad of Celite eluting with ethylacetate and the inorganic salts were removed. The filtrate wasconcentrated and the crude was purified by silica gel columnchromatography.Beige solid, F 102.2-102.9 C. 1H NMR (300 MHz, CDCl3) delta 8.14(d, J 9.6 Hz, 1H), 8.05 (d, J 9.6 Hz, 1H), 7.84-7.62 (m, 2H), 7.20 (d,J 8.9 Hz, 2H), 6.85 (d, J 8.9 Hz, 2H), 5.93 (s, 1H), 5.46 (s, 1H), 3.80(s, 3H), 2.49 (s, 3H). 13C NMR (75 MHz, CDCl3) delta 159.9, 155.7, 153.5,147.1, 141.8, 136.6, 131.1, 129.9, 129.5, 129.3, 128.5, 127.8 (2), 116.2,114.2 (2), 55.4, 23.5. IR (neat) upsilonmax/cm-1: 2929, 2836, 1606, 1511,1440, 1248. HRMS calcd for C19H17N2O [M+H]+ 277.1341, obsd.277.1336., 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; Khelifi, Ilhem; Naret, Timothee; Renko, Dolor; Hamze, Abdallah; Bernadat, Guillaume; Bignon, Jerome; Lenoir, Christine; Dubois, Joelle; Brion, Jean-Daniel; Provot, Olivier; Alami, Mouad; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 1025 – 1034;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider