4-(2,4-二甲氧基嘧啶-5-基)苯甲腈 | 1101167-59-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 4-(2,4-二甲氧基嘧啶-5-基)苯甲腈
• 英文名称: 4-(2,4-dimethoxypyrimidin-5-yl)benzonitrile
• 英文别名: 4-(2,4-Dimethoxypyrimidin-5-yl)benzonitrile
• CAS: 1101167-59-2
• 化学式: C₁₃H₁₁N₃O₂
• 分子量: 241.249
• InChiKey: ZESYCGAGGATLCL-UHFFFAOYSA-N

物化性质

• 熔点：
  145-146 °C
• 沸点：
  411.8±55.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  68
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2933599090

反应信息

• 作为产物：
  描述：

  对氯苯甲腈 、 potassium (2,4-dimethoxypyrimidin-5-yl)trifluoroborate 在 palladium diacetate 、 sodium carbonate 、 2-二环己基磷-2',6'-二异丙氧基-1,1'-联苯 作用下， 以 乙醇 为溶剂， 以86%的产率得到4-(2,4-二甲氧基嘧啶-5-基)苯甲腈
  参考文献：
  名称：

  Scope of the Suzuki−Miyaura Cross-Coupling Reactions of Potassium Heteroaryltrifluoroborates

  摘要：

  A wide variety of bench-stable potassium heteroaryltrifluoroborates were prepared, and general reaction conditions were developed for their cross-coupling to aryl and heteroaryl halides. The cross-coupled products were obtained in good to excellent yields. This method represents an efficient and facile installation of heterocyclic building blocks onto preexisting organic substructures.

  DOI：

  10.1021/jo802590b

文献信息

• Preparation of Functionalized Organoindium Reagents by Means of Magnesium Insertion into Organic Halides in the Presence of InCl₃at Room Temperature
  作者：Sebastian Bernhardt、Zhi-Liang Shen、Paul Knochel

  DOI：10.1002/chem.201203795

  日期：2013.1.14

  procedure for the direct preparation of triorganoindium reagents from organic halides by means of magnesium insertion in the presence of InCl3 and LiCl is reported (see scheme). The organoindium reagents are obtained in good yields from functionalized aryl, heteroaryl, and alkyl bromides and benzyl chlorides at 25 °C in THF within 4 h. Moreover, the resulting organoindium reagents could be efficiently

  镁，铟，钯：报道了一种有效的单锅法，该方法可在InCl 3和LiCl存在下通过插入镁从有机卤化物直接制备三有机铟试剂（参见方案）。在25℃，4小时内于THF中从官能化的芳基，杂芳基和烷基溴化物和苄基氯获得高产率的有机铟试剂。此外，所得的有机铟试剂可有效地用作Pd催化的交叉偶联反应中的试剂，且具有宽泛的官能团耐受性。
• Radical Catalysis of Kumada Cross-Coupling Reactions Using Functionalized Grignard Reagents
  作者：Georg Manolikakes、Paul Knochel

  DOI：10.1002/anie.200803730

  日期：2009.1

  Palladium, radically different: A wide range of polyfunctional aryl‐ and heteroarylmagnesium reagents undergo fast Kumada cross‐couplings (see scheme) with functionalized aryl bromides in the presence of a palladium catalyst and an alkyl iodide as additive. These reactions proceed by a radical pathway.

  钯，根本不同：在钯催化剂和烷基碘化物的存在下，多种多官能芳基镁和杂芳基镁试剂与功能化芳基溴化物快速进行Kumada交叉偶联（参见方案）。这些反应通过自由基途径进行。
• Scope of the Suzuki−Miyaura Cross-Coupling Reactions of Potassium Heteroaryltrifluoroborates
  作者：Gary A. Molander、Belgin Canturk、Lauren E. Kennedy

  DOI：10.1021/jo802590b

  日期：2009.2.6

  A wide variety of bench-stable potassium heteroaryltrifluoroborates were prepared, and general reaction conditions were developed for their cross-coupling to aryl and heteroaryl halides. The cross-coupled products were obtained in good to excellent yields. This method represents an efficient and facile installation of heterocyclic building blocks onto preexisting organic substructures.