2-(3-chloropyrazin-2-yl)butanenitrile | 914360-89-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(3-chloropyrazin-2-yl)butanenitrile
• 英文别名: 2-(3-Chloropyrazin-2-yl)butanenitrile
• CAS: 914360-89-7
• 化学式: C₈H₈ClN₃
• 分子量: 181.625
• InChiKey: BGZSALPXKLOKMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  49.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-chloropyrazin-2-yl)butanenitrile 、 异丁胺 以 xylene 为溶剂， 反应 72.0h， 以53%的产率得到2-[3-(isobutylamino)pyrazin-2-yl]butanenitrile
  参考文献：
  名称：

  Highly selective substitutions in 2,3-dichloropyrazine. A novel general approach to aloisines

  摘要：

  A highly efficient synthesis of the potent CDKs (cyclin-dependent kinases) inhibitors, aloisines (substituted 5H-pyrrolo[2,3b]pyrazines) is presented. The method is based on highly selective monosubstitution of a single chlorine atom in 2,3-dichloropyrazine with lithiated ketones, esters, and nitriles followed by co-cyclization of the resulting intermediates with primary amines or hydrazines. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.018
• 作为产物：
  描述：

  2,3-二氯吡嗪 、 丁腈 在 lithium hexamethyldisilazane 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以98%的产率得到2-(3-chloropyrazin-2-yl)butanenitrile
  参考文献：
  名称：

  Highly selective substitutions in 2,3-dichloropyrazine. A novel general approach to aloisines

  摘要：

  A highly efficient synthesis of the potent CDKs (cyclin-dependent kinases) inhibitors, aloisines (substituted 5H-pyrrolo[2,3b]pyrazines) is presented. The method is based on highly selective monosubstitution of a single chlorine atom in 2,3-dichloropyrazine with lithiated ketones, esters, and nitriles followed by co-cyclization of the resulting intermediates with primary amines or hydrazines. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.018

文献信息

• Highly selective substitutions in 2,3-dichloropyrazine. A novel general approach to aloisines
  作者：Dmitriy S. Chekmarev、Sergey V. Shorshnev、Alexander E. Stepanov、Alexander N. Kasatkin

  DOI：10.1016/j.tet.2006.08.018

  日期：2006.10

  A highly efficient synthesis of the potent CDKs (cyclin-dependent kinases) inhibitors, aloisines (substituted 5H-pyrrolo[2,3b]pyrazines) is presented. The method is based on highly selective monosubstitution of a single chlorine atom in 2,3-dichloropyrazine with lithiated ketones, esters, and nitriles followed by co-cyclization of the resulting intermediates with primary amines or hydrazines. (c) 2006 Elsevier Ltd. All rights reserved.