86988-53-6Relevant academic research and scientific papers
Efficient synthesis of novel disubstituted pyrido[3,4-b]pyrazines for the design of protein kinase inhibitors
Antoine, Maud,Schuster, Tilmann,Seipelt, Irene,Aicher, Babette,Teifel, Michael,Günther, Eckhard,Gerlach, Matthias,Marchand, Pascal
, p. 224 - 229 (2016)
A novel family of disubstituted pyrido[3,4-b]pyrazine-based compounds was discovered as valuable series for the design of promising protein kinase inhibitors. SAR study allowed the identification of 4-(piperidin-1-yl)aniline moiety as pharmacophoric group
Iron-catalyzed one-pot synthesis of quinoxalines: Transfer hydrogenative condensation of 2-nitroanilines with vicinal diols
Chun, Simin,Hong, Junhwa,Hong, Suckchang,Lee, Seok Beom,Oh, Dong-Chan,Putta, Ramachandra Reddy
, p. 18225 - 18230 (2021/06/03)
Here, we report iron-catalyzed one-pot synthesis of quinoxalines via transfer hydrogenative condensation of 2-nitroanilines with vicinal diols. The tricarbonyl (η4-cyclopentadienone) iron complex, which is well known as the Kn?lker complex, catalyzed the oxidation of alcohols and the reduction of nitroarenes, and the corresponding carbonyl and 1,2-diaminobenzene intermediates were generated in situ. Trimethylamine N-oxide was used to activate the iron complex. Various unsymmetrical and symmetrical vicinal diols were applied for transfer hydrogenation, resulting in quinoxaline derivatives in 49-98% yields. A plausible mechanism was proposed based on a series of control experiments. The major advantages of this protocol are that no external redox reagents or additional base is needed and that water is liberated as the sole byproduct. This journal is
A convenient synthesis of novel 2,8-disubstituted pyrido[3,4-b]pyrazines possessing biological activity
Antoine, Maud,Gerlach, Matthias,Guenther, Eckhard,Schuster, Tilmann,Czech, Michael,Seipelt, Irene,Marchand, Pascal
, p. 69 - 82 (2012/03/27)
A regioselective synthetic route to 2,8-disubstituted pyrido[3,4-b] pyrazines, by initial condensation reaction between suitable diaminopyridines and α-keto aldehydes equivalents, has been developed. Focusing on the functionalization on C-8, 2-aryl-8-bromo- and 8-amino-2-arylpyrido[3,4-b] pyrazines have been synthesized. Anilines, amides, and ureas have been introduced at the 8-position from key intermediates. 2,8-Disubstituted pyrido[3,4-b]pyrazines thus prepared were found to be of biological interest. Georg Thieme Verlag Stuttgart. New York.
Reissert Compound Studies. LXVII. The Pyridopyrazine Reissert Compound
Duarte, Frederick F.,Popp, Frank D.
, p. 819 - 824 (2007/10/02)
The pyridopyrazine systems investigated were found to form Reissert compounds in the presence of an acyl halide (or chloroformate) and trimethylsilyl cyanide.Only the mono Reissert compounds were isolated.In the case of 2,3-diphenylpyridopyr
Synthesis of 2-Arylpyridopyrazine Derivatives Through Condensation of 3,4-Diaminopyridine with β-Keto Sulfoxides
Kano, Shinzo,Yuasa, Yoko
, p. 769 - 770 (2007/10/02)
The reaction between 3,4-diaminopyridine and α-methylsulfinylacetophenone in benzene containing acetic acid under reflux gave 2-phenylpyridopyrazine.In this way, 2-(4-methoxyphenyl)pyridopyrazine and 2-(3,4-dimethoxyphenyl)pyridopyraz
