4-chloro-2-(pyridin-2-yl)benzonitrile | 1443422-65-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-chloro-2-(pyridin-2-yl)benzonitrile
• 英文别名: 4-Chloro-2-pyridin-2-ylbenzonitrile
• CAS: 1443422-65-8
• 化学式: C₁₂H₇ClN₂
• 分子量: 214.654
• InChiKey: FWMPVWQZMSXONS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chloro-2-(pyridin-2-yl)benzonitrile 、 4-氟苯硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以50 %的产率得到4'-fluoro-3-(pyridin-2-yl)-[1,1'-biphenyl]-4-carbonitrile
  参考文献：
  名称：

  [EN] 2-PYRAZOLE ANILINES AND RELATED ANALOGS FOR INHIBITING YAP/TAZ-TEAD
  [FR] 2-PYRAZOLE ANILINES ET ANALOGUES APPARENTÉS POUR INHIBER YAP/TAZ-TEAD

  摘要：

  The present disclosure relates to novel compounds, to said compounds for use as a medicine, more in particular for the prevention or treatment of diseases mediated by activity of YAP/TAZ-TEAD transcription, yet more in particular for the prevention or treatment of cancer or fibrosis. The present disclosure also relates to a method for the prevention or treatment of said diseases comprising the use of the novel compounds.

  公开号：

  WO2023122780A2
• 作为产物：
  描述：

  N-氰基-4-甲基-N-苯基苯磺酰胺 、 2-(3-chlorophenyl)pyridine 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 silver(I) acetate 、 双三氟甲烷磺酰亚胺银盐 作用下， 反应 48.0h， 以75%的产率得到4-chloro-2-(pyridin-2-yl)benzonitrile
  参考文献：
  名称：

  Rhodium-Catalyzed Direct C-H Bond Cyanation in Ionic Liquids

  摘要：

  A Cp*Rh(III)/IL-based direct C-H bond cyanation system was developed for the first time. The system is a mild, efficient, and recyclable method for the synthesis of aryl nitriles. Many different directing groups can be used in this cyanation, and the reaction tolerates a variety of functional groups.

  DOI：

  10.1021/acs.orglett.8b01952

文献信息

• Copper-Mediated Direct Aryl C–H Cyanation with Azobisisobutyronitrile via a Free-Radical Pathway
  作者：Hao Xu、Peng-Tang Liu、Yun-Hui Li、Fu-She Han

  DOI：10.1021/ol401404y

  日期：2013.7.5

  An unprecedented protocol for the copper-mediated direct cyanation of aryl C-H by employing 2,2'-azobisisobutyronitrwile (AIBN) as a free radical "CN" source is presented. The protocol not only provides a more efficient pathway for the synthesis of aryl nitriles in terms of the yields and the loading amount of copper salts but also, more importantly, represents a novel strategy for aryl C-H cyanation via a CN free-radical mechanism as compared to the CN anion-participating protocols often reported.
• Rhodium Catalyzed Cyanation of Chelation Assisted C–H Bonds
  作者：Manthena Chaitanya、Dongari Yadagiri、Pazhamalai Anbarasan

  DOI：10.1021/ol402201c

  日期：2013.10.4

  A rhodium-catalyzed cyanation of chelation assisted C-H bonds is described employing N-cyano-N-phenyl-p-methylbenzenesulfonamide as an efficient cyanating reagent. The present method allowed the synthesis of various benzonitirle derivatives in good to excellent yield. A number of chelating groups are also effective in the present cyanation of C-H bonds. In addition, the developed methodology was applied in the formal synthesis of the isoquinoline alkaloid, menisporphine.