Synthesis of condensed quinoxalines. VI. Synthesis of 1H-pyrazolo[3,4-b]quinoxaline N-oxides and related compounds was written by Yoshida, Kei;Otomasu, Hirotaka. And the article was included in Chemical & Pharmaceutical Bulletin in 1984.Synthetic Route of C11H9ClN2O2 This article mentions the following:
Oxidation of 1H-pyrazolo[3.4-b]quinoxalines I (R = H, Me; n = 0) with m-chloroperbenzoic acid (MCPBA) gave the 4-oxides I (n = 1). The structures of I (n = 1) were confirmed by synthesis, by condensing 2-chloroquinoxaline-3-carboxaldehyde 4-oxide with appropriate hydrazines. Further oxidation of I (R = Me, n = 1) with MCPBA gave the 4,9-dioxide. Treatment of 1,2-dihydro-2-oxoquinoxaoline-3-carboxamide and 1,2-dihydro-2-oxoquinoxaline-3-carbonitrile 4-oxide with a mixture of POCl3 and PCl5 or POCl3-DMF afforded 2-chloroquinoxaline-3-carbonitrile and its 4-oxide, resp., which reacted with hydrazines to give the corresponding 3-amino-1H-pyrazolo[3,4-b]-quinoxalines II (R1 = H, Me) and their 4-oxides in high yields. The reaction of Et 2-chloroquinoxaline-3-carboxylate with hydrazine hydrate afforded a mixture of uncyclized products, N,N‘-bis(2-ethoxycarbonyl-3-quinoxalinyl)hydrazine, Et 2-hydrazinoquinoxaline-3-carboxylate and 2-hydrazinoquinoxaline-3-carbohydrazide. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Synthetic Route of C11H9ClN2O2).
Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including antibacterial, antibiotic and antineoplastic, antifungal, anti-inflammatory and analgesic drugs. Quinoxalines are used in the treatment of bacterial, cancer, and HIV infections. Moreover, varenicline, a clinical drug is used for treating nicotine addiction, also contains quinoxaline moiety.Synthetic Route of C11H9ClN2O2
Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider