Downstream synthetic route of 34117-90-3

34117-90-3 3-Chloroquinoxalin-2-amine 817274, 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.34117-90-3,3-Chloroquinoxalin-2-amine,as a common compound, the synthetic route is as follows.

To a stirred suspension of 2-amino-3-chloroquinoxaline (25.5 g, 141.8 mmol) in water / THF 1 :1 (500 mL), at rt was added 2-bromo-1 ,1 -diethoxyethane (83.8 g, 425.4 mmol) in one portion. After stirring at rt for 1 h, the mixture was heated to reflux for 3 h under stirring and then stirred for an additional 15 h at rt. The pH value of the mixture was adjusted to pH 8 by addition of solid sodium carbonate and the mixture was subsequently extracted with ethyl acetate (3 x 500 ml_) and the combined organic extracts were dried with sodium sulfate. Removal of the solvent yields 4-chloro-imidazo[1 ,2- a]quinoxaline as an orange-white solid (63 g, 93%): 1H-NMR (300 MHz, d6- DMSO): delta =9.05 (d, 1 H), 8.51 (dd, 1 H), 8.1 (dd, 1 H), 7.99 (d, 1 H), 7.89 (td, 1 H), 7.76 (td, 1 H) ppm. UPLC-MS: RT = 0.88 min; m/z 204.6 [MH+]; required MW = 203.6., 34117-90-3

34117-90-3 3-Chloroquinoxalin-2-amine 817274, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; BADER, Benjamin; BOeMER, Ulf; KREFT, Bertolt; LIENAU, Philip; MARQUARDT, Tobias; PRECHTL, Stefan; SIEMEISTER, Gerhard; WEGSCHEID-GERLACH, Christof; WO2010/124826; (2010); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider