5-(piperidin-1-ylsulfonyl)-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine | 1440956-69-3

• 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: 5-(piperidin-1-ylsulfonyl)-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine
• 英文别名: (5-Piperidin-1-ylsulfonylpyrrolo[2,3-b]pyridin-1-yl)-tri(propan-2-yl)silane；(5-piperidin-1-ylsulfonylpyrrolo[2,3-b]pyridin-1-yl)-tri(propan-2-yl)silane
• CAS: 1440956-69-3
• 化学式: C₂₁H₃₅N₃O₂SSi
• 分子量: 421.679
• InChiKey: UUOFBNZGYVKDDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.23
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  63.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-溴-7-氮杂吲哚 在 叔丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 生成 5-(piperidin-1-ylsulfonyl)-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine
  参考文献：
  名称：

  A Closer Look at the Bromine–Lithium Exchange with tert-Butyllithium in an Aryl Sulfonamide Synthesis

  摘要：

  A practical protocol for the one-pot synthesis of various aryl sulfonamides, notably of pyridine-core-substituted 7-azaindolyl sulfonamides, Is described. A key step is the well-known bromine-lithium exchange reaction of an aryl bromide with tert-butyllithium (t-BuLi). Differing from the common practice to use 2 or more equiv of organolithium, the exact amount of t-BuLi needed for a sufficient exchange reaction Is determined for each aryl bromide in a GC-MS-assisted experiment.

  DOI：

  10.1021/ol4010454

文献信息

• A Closer Look at the Bromine–Lithium Exchange with <i>tert</i>-Butyllithium in an Aryl Sulfonamide Synthesis
  作者：Christopher Waldmann、Otmar Schober、Günter Haufe、Klaus Kopka

  DOI：10.1021/ol4010454

  日期：2013.6.21

  A practical protocol for the one-pot synthesis of various aryl sulfonamides, notably of pyridine-core-substituted 7-azaindolyl sulfonamides, Is described. A key step is the well-known bromine-lithium exchange reaction of an aryl bromide with tert-butyllithium (t-BuLi). Differing from the common practice to use 2 or more equiv of organolithium, the exact amount of t-BuLi needed for a sufficient exchange reaction Is determined for each aryl bromide in a GC-MS-assisted experiment.