3-ethyl-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole | 1394843-44-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-ethyl-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole
• 英文别名: 3-propan-2-yl-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole
• CAS: 1394843-44-7
• 化学式: C₉H₁₄N₂
• 分子量: 150.224
• InChiKey: ZVQVDICFNDFIBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  异丁腈 、 5-azidopent-1-yne 在 gold(III) chloride 、 甲烷磺酸 作用下， 反应 10.0h， 以61%的产率得到3-ethyl-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole
  参考文献：
  名称：

  Synthesis of Bicyclic Imidazoles via [2 + 3] Cycloaddition between Nitriles and Regioselectively Generated α-Imino Gold Carbene Intermediates

  摘要：

  The cyclic alpha-imino gold carbene intermediate B is most likely generated in situ via regioselective nitrene transfer from an azido group to a tethered terminal alkyne in the presence of a gold catalyst and at ambient temperature. This highly electrophilic intermediate can react with a weakly nucleophilic nitrile, which is used as the reaction solvent, to deliver a bicyclic imidazole rapidly in an overall bimolecular [2 + 2 + 1] cycloaddition and in mostly serviceable yield. The competing intramolecular Huisgen reaction, although likely also catalyzed by gold, is minimized by using AuCl3 as the catalyst.

  DOI：

  10.1021/ol302102h

文献信息

• Heterocyclic Aromatic Compounds Useful As Growth Hormone Secretagogues
  申请人：Yu Guixue

  公开号：US20090324625A1

  公开（公告）日：2009-12-31

  Novel heterocyclic aromatic compounds are provided that are useful in stimulating endogenous production or release of growth hormone, said compounds having the general structure of formula I wherein R 1 , R 1 ′, R 2 , R 3 , R 4 , Xa, Y, Z and n are as described herein. The compounds provided herein are useful in treating obesity, osteoporosis (improving bone density) and in improving muscle mass and muscle strength.
• US7166596B2
  申请人：——

  公开号：US7166596B2

  公开（公告）日：2007-01-23
• US7592354B2
  申请人：——

  公开号：US7592354B2

  公开（公告）日：2009-09-22
• US7589102B2
  申请人：——

  公开号：US7589102B2

  公开（公告）日：2009-09-15
• US7799801B2
  申请人：——

  公开号：US7799801B2

  公开（公告）日：2010-09-21