With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1204-75-7,3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid,as a common compound, the synthetic route is as follows.
1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (157 mg, 0.821 mmol) was added to a methylene chloride solution (5.5 ml) of (2S)-3-methyl-1-{4-[(3-methylpyrazin-2-yl)oxy]piperidin-1-yl}-1-oxobutan-2-amine dihydrochloride (200 mg, 0.547 mmol), 3-hydroxyquinoxaline-2-carboxylic acid (107 mg, 0.547 mmol), 1-hydroxybenzotriazole monohydrate (88.8 mg, 0.657 mmol) and N-methylmorpholine (0.301 ml, 2.74 mmol), at room temperature, and stirring was carried out at room temperature overnight. Water was added to the reaction solution, followed by extraction with methylene chloride, and the extract was washed sequentially with a saturated aqueous sodium hydrogencarbonate solution, water and saline, and dried over anhydrous sodium sulfate. After the organic layer was concentrated and the resulting residue was purified by silica gel column chromatography, the resulting residue was suspended in a mixed solvent of ethanol-diethyl ether, and subsequently the solid substance was collected by filtration to afford the desired title compound (181 mg, yield 71%) as a yellow solid. 1H-NMR (CDCl3, 400 MHz) delta: 12.64 (1H, brs), 10.17 (1H, brs), 8.02-8.00 (2H, m), 7.91 (1H, dd, J=6.3 Hz, 2.7 Hz), 7.63-7.38 (3H, m), 5.41-5.34 (1H, m), 5.13-5.08 (1H, m), 4.06-3.68 (4H, m), 2.51 and 2.47 (3H, s), 2.36-1.92 (5H, m), 1.16-1.11 (6H, m). IR (KBr) cm-1: 2960, 1690, 1640, 1540, 1415. MS (ESI, m/z): 465 (M+H)+. HRMS (ESI, m/z): 465.2251 (Calcd for C24H29N6O4: 465.2250). Anal. Calcd for C24H28N6O4: C, 62.06; H, 6.08; N, 18.09. Found: C, 61.70; H, 6.05; N, 17.90.
1204-75-7, The synthetic route of 1204-75-7 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Daiichi Sankyo Company, Limited; EP2258697; (2010); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider