With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6298-37-9,Quinoxalin-6-amine,as a common compound, the synthetic route is as follows.
6298-37-9, The first organolithium R3Li (2.5 mmol) is added slowly to a solution of compound D (1 mmol) in anhydrous THF at -78 C. under inert atmosphere of nitrogen. The solution becomes reddish-black. The mixture is stirred at -78 C. for 2.5 h. The mixture is placed at 0 C. and the second organolithium R4Li (2 mmol) is immediately added slowly. The mixture is stirred at 0 C. for 2 h. The reaction is hydrolyzed by a saturated aqueous NH4Cl solution and extracted with ethyl acetate. The organic phase is washed with water saturated with NaCl, dried on anhydrous MgSO4 and concentrated under reduced pressure. The residue obtained is dissolved in CHCl3 (20 ml) and then MnO2 (5 mmol, 430 mg) is added and the mixture carried at reflux for 4 h. The reaction is hydrolyzed and then filtered on celite. The organic phase is dried on anhydrous MgSO4 and concentrated under vacuum. The products are purified on a silica column in a mixture of cyclohexane and ethyl acetate in a proportion of 5:5.Yield: 30%1H NMR (300 MHz, CDCl3) delta ppm: 0.96 (m, 6H); 1.31-1.32 (m, 8H); 1.40-1.52 (m, 2H); 1.68-1.79 (m, 2H); 2.9 (m, 4H); 4.10 (s, 2H); 7.05 (m, 2H); 7.74 (d, J=9.6 Hz, 1H).13C NMR (75 MHz, CDCl3) delta ppm: 13.9, 14.0, 22.5, 29.1, 29.2, 29.3, 29.4, 31.6, 35.1, 35.4, 108.0, 120.5, 129.3, 135.8, 142.5, 146.9, 152.6, 156.6.ESI-MS m/z: 286 ([M+H]+, 40).IR cm-1: 725, 830, 855, 930, 960, 1080, 1135, 1235, 1340, 1465, 1500, 1620, 2925, 2855, 2955, 3215, 3335.
The synthetic route of 6298-37-9 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE(CNRS); US2011/118270; (2011); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider