Analyzing the synthesis route of 55687-34-8

55687-34-8 6-Bromoquinoxalin-2(1H)-one 12686394, aquinoxaline compound, is more and more widely used in various fields.

55687-34-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55687-34-8,6-Bromoquinoxalin-2(1H)-one,as a common compound, the synthetic route is as follows.

EXAMPLE 2 6-Bromo-1-ethoxycarbonylmethylquinoxaline-2,3(1H,4H)-dione Under a nitrogen atmosphere 6-bromoquinoxalin-2(1H)-one (2.03 g, 9 mmol) (J.Med.Chem., 24 , (1981), 93) was dissolved in 22 ml of dry DMF and sodium hydride (0.44 g, 10.8 mmol (60% mineral oil dispersion)) was added. After stirring for 2 h, ethyl bromoacetate (1.25 ml, 11.3 mmol) was added and the mixture was stirred for 3.5 h. The reaction mixture was poured onto crushed ice and acidified (PH = 4.5) by addition of dilute hydrochloric acid. The precipitate was filtered off, washed with water and air dried. The crude product (containing a minor fraction of O-alkylated product) was triturated with ether (100 ml), the precipitate filtered off, washed with ether and dried to afford 1.95 g (80%) of pure 6-bromo-1-ethoxycarbonylmethylquinoxalin-2(1H)-one. 1-NMR (DMSO-d6: delta 1.22 (t, 3H), 4.17 (q, 2H), 5.08 (s, 2H), 7.56 (d, 1H), 7.83 (dd, 1H), 8.09 (dd, 1H), 8.37 (s, 1H). The above ester (1.25 g; 4 mmol) was reacted with 30% H226 ml) in glacial acetic acid (16 ml) at 55C for 2 h. The mixture was cooled, the precipitate filtered off and recrystallized from dilute acetic acid to afford 1.0 g (77%) of the title compound . M.p. 282-83C. 1-NMR (DMSO-d6: delta 1.22 (t, 3H), 4.17 (q, 2H), 4.92 (s, 1H), 7.33 (m, 3H), 12.24 (br.s, 1H).

55687-34-8 6-Bromoquinoxalin-2(1H)-one 12686394, aquinoxaline compound, is more and more widely used in various fields.

Reference£º
Patent; NOVO NORDISK A/S; EP520024; (1996); B1;,
Quinoxaline – Wikipedia
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