[5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-phenylmethanone | 1426575-27-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-phenylmethanone
• CAS: 1426575-27-0
• 化学式: C₂₀H₁₃ClN₂O
• 分子量: 332.789
• InChiKey: FSZDDTDUAYYLNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  methyl 5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate 在 喹啉 、 copper chromite 、 氯化锆(IV) 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 0.2h， 生成 [5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-phenylmethanone
  参考文献：
  名称：

  Extending the versatility of the Hemetsberger–Knittel indole synthesis through microwave and flow chemistry

  摘要：

  Microwave, flow and combination methodologies have been applied to the synthesis of a number of substituted indoles. Based on the Hemetsberger-Knittel (HK) process, modifications allow formation of products rapidly and in high yield. Adapting the methodology allows formation of 2-unsubstituted indoles and derivatives, and a route to analogs of the antitumor agent PLX-4032 is demonstrated. The utility of the HK substrates is further demonstrated through bioconjugation and subsequent ring closure and via Huisgen type [3+2] cycloaddition chemistry, allowing formation of peptide adducts which can be subsequently labeled with fluorine tags. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.066