Methyl 2-(6-chloroindol-1-yl)acetate | 125088-72-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Methyl 2-(6-chloroindol-1-yl)acetate
• CAS: 125088-72-4
• 化学式: C₁₁H₁₀ClNO₂
• 分子量: 223.659
• InChiKey: ZKUNCQAUWDTFKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Methyl 2-(6-chloroindol-1-yl)acetate 在 甲醇 、 4-二甲氨基吡啶 、 水 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 lithium hydroxide 作用下， 以 二氯甲烷 为溶剂， 生成 2-(6-chloroindol-1-yl)-N-[4-[(propan-2-ylsulfonylamino)methyl]cyclohexyl]acetamide
  参考文献：
  名称：

  Indolyl and dihydroindolyl N-glycinamides as potent and in vivo active NPY5 antagonists

  摘要：

  A novel series of indolyl and dihydroindolyl glycinamides were identified as potent NPY5 antagonists with in vivo activity from screen hit 1. The dihydroindolyl glycinamide 10a significantly inhibits NPY5 agonist induced feeding at a dose of 0.1 mg/kg. The indolyl glycinamide 12c also inhibits NPY5 agonist induced feeding at a dose of 1 mg/kg. Both compounds 10a and 12c represent potential tools for further investigation into the biology of the NPY5 receptor. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.117
• 作为产物：
  描述：

  6-氯吲哚 、 溴乙酸甲酯 在 sodium hydride 作用下， 以 乙腈 为溶剂， 生成 Methyl 2-(6-chloroindol-1-yl)acetate
  参考文献：
  名称：

  N-取代乙酸对醛的光催化脱羧加成

  摘要：

  在此，我们报道了在温和的反应条件下，光氧化还原催化的 N-取代乙酸脱羧加成醛生成仲醇。发现质子溶剂对该方法的成功实施至关重要。该策略能够在醛和弱亲核性和医学相关杂芳基（如吲哚、吡咯、吲唑和氮杂吲哚）的 N-取代乙酸衍生物之间形成新的 C-C 键。

  DOI：

  10.1021/acs.joc.2c01843

文献信息

• Indolyl and dihydroindolyl N-glycinamides as potent and in vivo active NPY5 antagonists
  作者：Lingyun Wu、Kai Lu、Mathivanan Packiarajan、Vrej Jubian、Gamini Chandrasena、Toni C. Wolinsky、Mary W. Walker

  DOI：10.1016/j.bmcl.2012.01.117

  日期：2012.3

  A novel series of indolyl and dihydroindolyl glycinamides were identified as potent NPY5 antagonists with in vivo activity from screen hit 1. The dihydroindolyl glycinamide 10a significantly inhibits NPY5 agonist induced feeding at a dose of 0.1 mg/kg. The indolyl glycinamide 12c also inhibits NPY5 agonist induced feeding at a dose of 1 mg/kg. Both compounds 10a and 12c represent potential tools for further investigation into the biology of the NPY5 receptor. (C) 2012 Elsevier Ltd. All rights reserved.
• Photocatalyzed Decarboxylative Addition of N-Substituted Acetic Acids to Aldehydes
  作者：Bo Jin、Ariamala Gopalsamy、Bo Peng、Li Sha、Sharon Tentarelli、Lakshmaiah Gingipalli

  DOI：10.1021/acs.joc.2c01843

  日期：2023.2.3

  photoredox-catalyzed decarboxylative addition of N-substituted acetic acids to aldehydes to generate secondary alcohols under mild reaction conditions. Protic solvents were found to be critical to the successful implementation of this methodology. This strategy enables the formation of a novel C–C bond between aldehydes and N-substituted acetic acid derivatives of weakly nucleophilic and medicinally

  在此，我们报道了在温和的反应条件下，光氧化还原催化的 N-取代乙酸脱羧加成醛生成仲醇。发现质子溶剂对该方法的成功实施至关重要。该策略能够在醛和弱亲核性和医学相关杂芳基（如吲哚、吡咯、吲唑和氮杂吲哚）的 N-取代乙酸衍生物之间形成新的 C-C 键。