With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.887590-25-2,tert-Butyl 3,4-dihydroquinoxaline-1(2H)-carboxylate,as a common compound, the synthetic route is as follows.
To a solution of N,N’-carbonyldiimidazole (363 mg) and triethylamine (312 mul) in chloroform (10 ml), E-4-aminoadamantan-1-ol obtained in Reference Example 2 (250 mg) and N,N-dimethylformamide (4 ml) were added and stirred at room temperature for 1 hour. To the reaction mixture, tert-butyl 3,4-dihydroquinoxaline-1(2H)-carboxylate obtained in Reference Example 28 (698 mg) was added and heated under reflux for 6 hours, followed by stirring overnight at room temperature. The reaction mixture was then heated under reflux for an additional 8 hours. After cooling at room temperature, the reaction mixture was diluted with water and extracted with chloroform. The organic layer was concentrated under reduced pressure, and the residue was diluted with ethyl acetate and washed sequentially with 0.1M aqueous hydrochloric acid, saturated aqueous sodium bicarbonate and brine. The organic layer was dried over anhydrous sodium sulfate and then filtered to remove the desiccant, followed by distilling off the solvent under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluding solvent: n-hexane:ethyl acetate = 5:1 to 1:1 ? chloroform:methanol = 9:1) to give the titled compound (Compound 31, 290 mg) as a colorless amorphous substance. 1H NMR (300 MHz, CHLOROFORM-D) delta 1.35 (s, 1 H), 1.43-1.61 (m, 13 H), 1.70-1.79 (m, 4 H), 1.84-1.93 (m, 2 H), 2.06-2.19 (m, 3 H), 3.80-3.86 (m, 4 H), 3.89-3.97 (m, 1 H), 5.38 (d, J=6.5 Hz, 1 H), 7.04-7.20 (m, 2 H), 7.28-7.33 (m, 1 H), 8.00-8.05 (m, 1 H).
887590-25-2 tert-Butyl 3,4-dihydroquinoxaline-1(2H)-carboxylate 16740533, aquinoxaline compound, is more and more widely used in various.
Reference£º
Patent; Taisho Pharmaceutical Co. Ltd.; EP2172453; (2010); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider