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A facile and efficient multicomponent approach to 5-[5-hydroxy- 3-(trifluoromethyl)-1H-pyrazol-4-yl]-5H-chromeno[2,3-b]pyridines
Journal of Fluorine Chemistry ( IF 1.9 ) Pub Date : 2018-07-03 , DOI: 10.1016/j.jfluchem.2018.06.008
Michail N. Elinson , Anatoly N. Vereshchagin , Yuliya E. Anisina , Artem N. Fakhrutdinov , Alexander S. Goloveshkin , Mikhail P. Egorov

The new multicomponent reaction has been found: the pyridine or triethylamine catalyzed multicomponent transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile and 3-trifluoromethyl-2-pyrazolin-5-one results in efficient formation of the earlier unknown substituted 2,4-diamino-5-[5-hydroxy-3-(trifluoromethyl)-1H-pyrazol-4-yl]-5H-chromeno[2,3-b]pyridine-3-carbonitriles in 58–92% yields. This new process opens a facile and efficient way to the new type of functionalized 5-C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine scaffold, containing the 3-trifluoromethyl-2-pyrazolin-5-one fragment, which are promising compounds for different biomedical applications.



中文翻译:

5- [5-羟基-3-(三氟甲基)-1 H-吡唑-4-基] -5 H-苯并[2,3- b ]吡啶的简便有效的多组分方法

已发现新的多组分反应:吡啶或三乙胺催化的水杨醛,2-氨基丙-1-烯-1,1,3-三腈和3-三氟甲基-2-吡唑啉-5-酮的多组分转化可有效形成较早的未知取代的2,4-二氨基-5- [5-羟基-3-(三氟甲基)-1 H-吡唑-4-基] -5 H-苯并[2,3 - b ]吡啶-3-甲腈58–92%的产量。此新方法为新型功能化的5-C-取代的2,4-二氨基-5 H -chromeno [2,3- b ]吡啶骨架(包含3-三氟甲基-2-吡唑啉- 5-one片段,是用于不同生物医学应用的有前途的化合物。

更新日期:2018-07-03
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