3-piperidino-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-piperidino-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione
• 英文别名: 6,8-Dimethyl-3-piperidin-1-ylpyrimido[4,5-c]pyridazine-5,7-dione
• 化学式: C₁₃H₁₇N₅O₂
• 分子量: 275.31
• InChiKey: BBRJSSXHJHQBOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6,8-dimethylpyrimido<4,5-c>-pyridazine-5,7(6H,8H)-dione 在 AgPy₂MNo₄ 、 双氧水 作用下， 以 三氟乙酸 为溶剂， 反应 25.0h， 生成 3-piperidino-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione
  参考文献：
  名称：

  嘌呤，嘧啶和基于它们的浓缩系统。18. 6,8-二甲基嘧啶并[4,5-c]哒嗪-5,7（6H，8H）二酮N（2）-氧化物与烷基胺的反应

  摘要：

  DOI：

  10.1023/a:1002829018667

文献信息

• Purines, pyrimidines, and related fused systems. 21. Oxidative amination of 3-chloro-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione
  作者：V. V. Goryunenko、A. V. Gulevskaya、A. F. Pozharskii

  DOI：10.1023/b:rucb.0000037854.46887.7f

  日期：2004.4

  Oxidative amination of 3-chloro-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione with primary alkylamines and potassium amide in liquid ammonia gives rise to the corresponding 4-amino derivatives as the major products. The reactions with acyclic secondary amines are accompanied by annelation of the pyrrole moiety to the starting heterosystem to form 1-R-3-R"-6,8-dimethylpyrrolo[2",3";3,4]pyrimido[4

  3-氯-6,8-二甲基嘧啶并[4,5-c]哒嗪-5,7(6H,8H)-二酮与伯烷基胺和氨化钾在液氨中的氧化胺化产生相应的4-氨基衍生物，如主要产品。与无环仲胺的反应伴随着吡咯部分与起始杂系统的退火形成 1-R-3-R"-6,8-二甲基吡咯并[2",3";3,4]嘧啶[4,5 -c]pyridazine-7,9(6H,8H)-diones。与作为胺化剂的哌啶的反应仅以氨基脱卤的形式发生。4-氨基-3-氯-6,8-二甲基嘧啶[4]的 Sonogashira 交叉偶联,5-c]哒嗪-5,7(6H,8H)-二酮与末端炔烃提供 1-R-2-R"-6,8-二甲基吡咯并[3",2";3,4]嘧啶[4, 5-c]哒嗪-7,9(6H,8H)-二酮。
• Purines, pyrimidines, and fused systems based on them
  作者：A. V. Gulevskaya、D. V. Besedin、A. F. Pozharskii

  DOI：10.1007/bf02496020

  日期：1999.6

  Abstract6,8-Dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione reacts with ammonia or primary amines in the presence of an oxidant to give the corresponding 4-amino derivatives. Reactions with secondary amines (dimethylamine, piperidine, or morpholine) proceed with difficulty, resulting in 3-amino derivatives.

  摘要 6,8-二甲基嘧啶并[4,5-c]哒嗪-5,7(6H,8H)-二酮在氧化剂存在下与氨或伯胺反应生成相应的4-氨基衍生物。与仲胺（二甲胺、哌啶或吗啉）的反应很难进行，产生 3-氨基衍生物。
• Oxidative alkylamination of azinones as a direct route to aminoazinones: study of some condensed diazinones
  作者：Anna V. Gulevskaya、Oleg N. Burov、Alexander F. Pozharskii、Mikhail E. Kletskii、Inna N. Korbukova

  DOI：10.1016/j.tet.2007.11.029

  日期：2008.1

  Oxidative alkylamination of azinones is a promising method for the preparation of a great variety of alkylaminoazinones. Treatment of 6,8-dimethyl-2-R-pyrimido[4,5-c]pyridazin-3,5,7(2H,6H,8H)-triones 7, 1,3-dimethyl-5-R-pteridin-2,4,6(1H,3H,6H)-triones 8 and 1,3,6-trimethylpyrimido[4,5-d]pyrimidin-2,4,7(1H,3H,6H)-trione 9 with alkylamine/AgPy2MnO4 or alkylamine/KMnO4 has been shown to produce their 4-, 7- and 5-alkylamino derivatives, respectively, in good yields. While 1-methylquinoxalin-2(1H)-one 10 is smoothly alkylaminated under the above conditions giving 3-alkylamino derivatives, quinoxaline itself does not take part in this reaction. Factors influencing oxidative alkylamination of azinones and a regioselectivity of the process are discussed. (C) 2007 Elsevier Ltd. All rights reserved.
• ——
  作者：D. V. Besedin、A. V. Gulevskaya、A. F. Pozharskii

  DOI：10.1023/a:1002829018667

  日期：——