1-[(5-Bromopyridin-2-yl)methyl]-5-(trifluoromethoxy)indole-2,3-dione | 1247778-13-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-[(5-Bromopyridin-2-yl)methyl]-5-(trifluoromethoxy)indole-2,3-dione
• CAS: 1247778-13-7
• 化学式: C₁₅H₈BrF₃N₂O₃
• 分子量: 401.139
• InChiKey: JTBLJGZUVAZFFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  59.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-[(5-Bromopyridin-2-yl)methyl]-5-(trifluoromethoxy)indole-2,3-dione 、 吡啶-4-硼酸 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.33h， 生成 1-(3,4''-Bipyridin-6-ylmethyl)-5-(trifluoromethoxy)indoline-2,3-dione
  参考文献：
  名称：

  Heterobiaryl and heterobiaryl ether derived M5 positive allosteric modulators

  摘要：

  This Letter describes a chemical lead optimization campaign directed at VU0238429, the first M-5-preferring positive allosteric modulator (PAM), discovered through analog work around VU0119498, a pan G(q) mAChR M-1, M-3, M-5 PAM. An iterative parallel synthesis approach was employed to incorporate basic heterocycles to improve physiochemical properties. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.042
• 作为产物：
  描述：

  5-溴-2-(溴甲基)吡啶 、 5-三氟甲氧基吲哚-2,3-二酮 在 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以98%的产率得到1-[(5-Bromopyridin-2-yl)methyl]-5-(trifluoromethoxy)indole-2,3-dione
  参考文献：
  名称：

  Heterobiaryl and heterobiaryl ether derived M5 positive allosteric modulators

  摘要：

  This Letter describes a chemical lead optimization campaign directed at VU0238429, the first M-5-preferring positive allosteric modulator (PAM), discovered through analog work around VU0119498, a pan G(q) mAChR M-1, M-3, M-5 PAM. An iterative parallel synthesis approach was employed to incorporate basic heterocycles to improve physiochemical properties. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.042

文献信息

• Heterobiaryl and heterobiaryl ether derived M5 positive allosteric modulators
  作者：Thomas M. Bridges、J. Phillip Kennedy、Corey R. Hopkins、P. Jeffrey Conn、Craig W. Lindsley

  DOI：10.1016/j.bmcl.2010.08.042

  日期：2010.10

  This Letter describes a chemical lead optimization campaign directed at VU0238429, the first M-5-preferring positive allosteric modulator (PAM), discovered through analog work around VU0119498, a pan G(q) mAChR M-1, M-3, M-5 PAM. An iterative parallel synthesis approach was employed to incorporate basic heterocycles to improve physiochemical properties. (C) 2010 Elsevier Ltd. All rights reserved.