1204-75-7 3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid 71001, 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.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 (118 mg, 0.610 mmol) was added to a methylene chloride solution (5.0 ml) of 1-[(2S)-2-amino-3-methylbutanoyl]-N-(4-fluorophenyl)piperidin-4-amine dihydrochloride (150 mg, 0.410 mmol), 3-hydroxyquinoxaline-2-carboxylic acid (80.3 mg, 0.410 mmol), 1-hydroxybenzotriazole monohydrate (66.4 mg, 0.490 mmol) and N-methylmorpholine (0.225 ml, 2.05 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 subsequent sequential washing with a saturated aqueous sodium hydrogencarbonate solution, water and saline, and the resulting organic layer was dried over anhydrous sodium sulfate. After the organic layer was concentrated and the resulting residue was purified by silica gel column chromatography, the residue resulting from concentration was suspended in a mixed solvent of ethanol-diethyl ether, and the solid substance was collected by filtration to afford the desired title compound (121 mg, yield 64%) as a yellow solid. 1H-NMR (CDCl3, 400 MHz) delta: 12.19 (1H, brs), 10.11 (1H, brs), 8.00 (1H, m), 7.62 (1H, m), 7.44-7.26 (2H, m), 6.90 (2H, q, J=7.2 Hz), 6.59-6.54 (2H, m), 5.08-5.05 (1H, m), 4.67-4.51 (1H, m), 4.24 (1H, brs), 3.51-3.30 (3H, m), 3.07-2.90 (1H, m), 2.32-2.12 (3H, m), 1.48-1.35 (2H, m), 1.13-1.09 (6H, m). IR (KBr) cm-1: 2960, 1685, 1630, 1510, 1215. MS (FAB, m/z): 466 (M+H)+. HRMS (FAB, m/z): 466.2242 (Calcd for C25H29FN5O3: 466.2255). Anal. Calcd for C25H28FN5O3: C, 64.50; H, 6.06; N, 15.04; F, 4.08. Found: C, 64.18; H, 5.77; N, 14.93; F, 4.02., 1204-75-7
1204-75-7 3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid 71001, aquinoxaline compound, is more and more widely used in various fields.
Reference£º
Patent; Daiichi Sankyo Company, Limited; EP2258697; (2010); A1;,
Quinoxaline – Wikipedia
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