4-((4-(4-cyanophenyl)-5-methylpyrimidin-2-yl)amino)-N-(2,6-dimethylphenyl)benzamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-((4-(4-cyanophenyl)-5-methylpyrimidin-2-yl)amino)-N-(2,6-dimethylphenyl)benzamide
• 英文别名: N-(2,6-dimethylphenyl)-4-((4-p-cyanophenyl-5-methylpyrimidin-2-yl)amino)benzamide；4-[[4-(4-cyanophenyl)-5-methylpyrimidin-2-yl]amino]-N-(2,6-dimethylphenyl)benzamide
• 化学式: C₂₇H₂₃N₅O
• 分子量: 433.513
• InChiKey: LKRZBVIVDZNQRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  90.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,4-二氯-5-甲基嘧啶 在 bis-triphenylphosphine-palladium(II) chloride 、 水 、 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 三乙胺 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 4-((4-(4-cyanophenyl)-5-methylpyrimidin-2-yl)amino)-N-(2,6-dimethylphenyl)benzamide
  参考文献：
  名称：

  The discovery of novel N-(2-pyrimidinylamino) benzamide derivatives as potent hedgehog signaling pathway inhibitors

  摘要：

  Hedgehog signaling pathway inhibitors are emerging as new therapeutic intervention against cancer. A novel series of N-(2-pyrimidinylamino) benzamide derivatives as hedgehog signaling pathway inhibitors were designed and synthesized. Most compounds presented significant inhibitory effect on hedgehog signaling pathway, among which 21 compounds exhibited more potent than vismodegib. Furthermore, compound 6a showed moderate pharmacokinetic properties in vivo, representing a promising lead compound for further exploration. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.022

文献信息

• Reductive Buchwald‐Hartwig Amination of Nitroarenes with Aryl (pseudo)Halides
  作者：Tian Cao、Yi‐Peng Luo、Long Cheng、Jia‐Li Zhao、Qiao‐Sen Jia、Shu Zhang、Xiang‐Wei Liu

  DOI：10.1002/ejoc.202300494

  日期：2023.8.21

  syntheses of diarylamines from a palladium-catalyzed reductive Buchwald-Hartwig amination of nitroarenes with aryl (pseudo)halides is developed. The use of upstream nitroarenes as arylamine surrogates, the judicious selection of bis(pinaco-lato)diboron (B2pin2) as a stoichiometric reducing agent, wide substrate scope including (hetero)aryl halides (Cl, Br and I) and aryl triflates, constitute the striking

  开发了一种由钯催化的硝基芳烃与芳基（拟）卤化物的还原 Buchwald-Hartwig 胺化反应从头催化合成二芳基胺的方法。使用上游硝基芳烃作为芳胺替代物，明智地选择双(频哪醇)二硼 (B 2 pin 2 ) 作为化学计量还原剂，广泛的底物范围包括（杂）芳基卤化物（Cl、Br 和 I）和芳基三氟甲磺酸盐构成了该议定书的显着特征。