一种新支架的合成：7H,8H-嘧啶并[1,6-b]哒嗪-6,8-二酮核。
Synthesis of a new scaffold: the 7H,8H-pyrimido[1,6-b]pyridazin-6,8-dione nucleus.
作者信息
Herold Franciszek, Kałucka Małgorzata, Król Marek, Herold Joanna, Kleps Jerzy, Turło Jadwiga
机构信息
Department of Drug Technology, Faculty of Pharmacy, Medical University of Warsaw, Banacha 1 Str., 02-097 Warsaw, Poland.
出版信息
Molecules. 2007 Dec 30;12(12):2643-57. doi: 10.3390/12122643.
This paper describes a modified method of preparation of a number of alpha-aryl-alpha-(pyridazin-3-yl)-acetonitriles via the C-arylation reaction of the corresponding carbanionsof phenylacetonitriles using 3-chloropyridazine derivatives. KOH and DMSO were used inthe deprotonation process, which made the reaction very simple and safe to perform.Nitriles were obtained in the hydrolysis reaction to the corresponding alpha-aryl-alpha-(pyridazin-3-yl)-acetamide derivatives, which were next subjected to cyclization to afford the finalproducts. A number of new derivatives of 7H,8H-pyrimido[1,6-b]pyridazin-6,8-dione weresynthesized in the cyclocondensation reaction of respective alpha-aryl-alpha-(pyridazin-3-yl)-acetamides with diethyl carbonate in the presence of EtONa. The structure andcomposition of the new compounds were confirmed by IR, (1)H- and (13)C- NMR analysesand by elemental C, H and N analysis.
本文描述了一种改进的方法，通过使用3-氯哒嗪衍生物使苯乙腈的相应碳负离子进行C-芳基化反应来制备多种α-芳基-α-(哒嗪-3-基)乙腈。在去质子化过程中使用了KOH和DMSO，这使得反应操作非常简单且安全。腈在水解反应中生成相应的α-芳基-α-(哒嗪-3-基)乙酰胺衍生物，随后对其进行环化反应以得到最终产物。在乙醇钠存在下，各自的α-芳基-α-(哒嗪-3-基)乙酰胺与碳酸二乙酯进行环缩合反应，合成了多种7H,8H-嘧啶并[1,6-b]哒嗪-6,8-二酮的新衍生物。通过红外光谱、(1)H-和(13)C-核磁共振分析以及元素C、H和N分析确定了新化合物的结构和组成。
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