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, [0143] 5-Chloro-2-methoxybenzoic acid (162.0 mg, 0.868 mmol) was dissolved in DCM (5.0 mL), followed by the addition of catalytic amount of DMF (10 .iL) and oxalyl chloride (0.09 mL, 1.042 mmol) respectively. The reaction was allowed to stir at rt for 30 mm, concentrated in vacuo. The residue was re-dissolved in TIIF (5.0 mL), 2,6-lutidine (0.1 mL, 0.868 mmol) and quinoxalin-6-amine (100.0 mg, 0.689 mmol) were added. The mixture was stirred at rt for 18 hours before silica gel was added to quench the reaction. Solvent was evaporated and the resulting residue was purified via silica gel column chromatography to give 5-chloro-2-methoxy- N-(quinoxalin-6-yl)benzamide (85.0 mg, 39% yield). This compound (35.5 mg, 0.113 mmol) was then mixed with pyridinium chloride (360.0 mg). The mixture was heated to 200 C, stirred for 5 minutes and cooled down to rt. The resulting solid was suspended in water and extracted with EtOAc. The organic phase was separated and evaporated. The resulting residue was purified via preparative TLC to yield 5-chloro-2-hydroxy-N-(quinoxalin-6-yl)benzamide 22(10.6 mg, 31% yield). ?H NIvIR (300 MHz, Acetone-d6) 6 8.89 (dd, J= 14.9, 1.8 Hz, 2H), 8.72 (d, J 2.4 Hz, 1H), 8.26 – 8.07 (m, 3H), 7.10 (d, J = 8.8 Hz, 1H). MS (ESI) exact mass calculated for [M+H] (C15H1 1C1N302) requires mlz 300.1, found mlz 299.8
6298-37-9 Quinoxalin-6-amine 0, aquinoxaline compound, is more and more widely used in various fields.
Reference£º
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; JIN, Shengkan; AUGERI, David, J.; KIMBALL, David, S.; LIU, Peng; TAO, Hanlin; ZENG, Xiangang; (82 pag.)WO2016/81599; (2016); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider