(4-Methylenecyclohexyl)acetonitrile | 71707-69-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (4-Methylenecyclohexyl)acetonitrile
• 英文别名: 2-(4-Methylidenecyclohexyl)acetonitrile
• CAS: 71707-69-2
• 化学式: C₉H₁₃N
• 分子量: 135.209
• InChiKey: ULIFRDZCLKNTLX-UHFFFAOYSA-N

物化性质

• 沸点：
  238.2±9.0 °C(Predicted)
• 密度：
  0.91±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4-Methylenecyclohexyl)acetonitrile 在 lithium diisopropyl amide 作用下， 生成 Iodo(4-methylenecyclohexyl)acetonitrile
  参考文献：
  名称：

  Synthesis of bridgehead-substituted bicyclo[2.2.1]heptanes by radical cyclization

  摘要：

  A kinetic investigation shows that the rate of cyclization (k(C)) of the (4-methylenecyclohexyl)methyl radical 3 at 25-degrees-C is 4.4 x 10(2) s-1, which is considerably slower than that (2.3 x 10(5) s-1) of the parent 5-hexenyl radical. The energy of activation for the process 3 - 4 is 12.8 kcal mol-1, which is in excellent agreement with theoretical values derived from force-field calculations. Ring-closure of appropriately substituted (4-methylenecyclohexyl)methyl radical precursors allows the synthesis of bicyclo[2.2.1]heptyl systems with useful functionality at the bridgehead to be achieved readily and in high yield. An interesting example is given of the application of an iodine-atom-transfer cyclization to the synthesis of a bicyclo[2.2.1]heptane functionalized at C7 and C1.

  DOI：

  10.1021/jo00060a029
• 作为产物：
  描述：

  4-亚甲基环己烷羧酸乙酯 在 吡啶 、 lithium aluminium tetrahydride 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 28.0h， 生成 (4-Methylenecyclohexyl)acetonitrile
  参考文献：
  名称：

  Synthesis of bridgehead-substituted bicyclo[2.2.1]heptanes by radical cyclization

  摘要：

  A kinetic investigation shows that the rate of cyclization (k(C)) of the (4-methylenecyclohexyl)methyl radical 3 at 25-degrees-C is 4.4 x 10(2) s-1, which is considerably slower than that (2.3 x 10(5) s-1) of the parent 5-hexenyl radical. The energy of activation for the process 3 - 4 is 12.8 kcal mol-1, which is in excellent agreement with theoretical values derived from force-field calculations. Ring-closure of appropriately substituted (4-methylenecyclohexyl)methyl radical precursors allows the synthesis of bicyclo[2.2.1]heptyl systems with useful functionality at the bridgehead to be achieved readily and in high yield. An interesting example is given of the application of an iodine-atom-transfer cyclization to the synthesis of a bicyclo[2.2.1]heptane functionalized at C7 and C1.

  DOI：

  10.1021/jo00060a029

文献信息

• HETEROCYCLIC PROTEIN KINASE INHIBITORS
  申请人：Sumitomo Dainippon Pharma Oncology, Inc.

  公开号：EP3812387A1

  公开（公告）日：2021-04-28

  The present invention provides protein kinase having one of the following structures (I), (II) or (III): or a stereoisomer, prodrug, tautomer or pharmaceutically acceptable salt thereof, wherein R, R1, R2 and X are as defined herein. Compositions and methods for using the same in the treatment of cancer, autoimmune, inflammatory and other Pim kinase-associated conditions are also disclosed.

  本发明提供了具有以下结构之一的蛋白激酶（I）、（II）或（III）：或其立体异构体、原药、同系物或药学上可接受的盐，其中 R、R1、R2 和 X 如本文所定义。此外，还公开了用于治疗癌症、自身免疫性疾病、炎症和其他 Pim 激酶相关疾病的组合物和方法。
• Lewis acid catalyzed reactions of methyl propiolate with unactivated alkenes
  作者：Barry B. Snider、David J. Rodini、Robin S. E. Conn、Stuart Sealfon

  DOI：10.1021/ja00512a029

  日期：1979.8
• SNIDER B. B.; RODINI D. J.; CONN R. S. E.; SEALFON S., J. AMER. CHEM. SOC., 1979, 101, NO 18, 5283-5293
  作者：SNIDER B. B.、 RODINI D. J.、 CONN R. S. E.、 SEALFON S.

  DOI：——

  日期：——