6-chloro-4-phenyl-2-(pyrrolidin-1-yl)quinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-chloro-4-phenyl-2-(pyrrolidin-1-yl)quinoline
• 英文别名: 6-Chloro-4-phenyl-2-pyrrolidin-1-ylquinoline；6-chloro-4-phenyl-2-pyrrolidin-1-ylquinoline
• 化学式: C₁₉H₁₇ClN₂
• 分子量: 308.81
• InChiKey: AUWXMWPMSRKVAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-(2-苯甲酰基-4-氯苯基)甲酰胺 在 正丁基锂 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.25h， 生成 6-chloro-4-phenyl-2-(pyrrolidin-1-yl)quinoline
  参考文献：
  名称：

  A convenient synthesis of quinolines by reactions of o-isocyano-β-methoxystyrenes with nucleophiles

  摘要：

  2,4-Disubstituted quinolines have been synthesized by reactions of o-isocyano-beta-methoxystyrenes, which can be easily prepared from commercially available o-aminophenyl ketones in three steps, with alkyl(or aryl)lithiums in generally good yields. Subsequently, oisocyano-beta-methoxystyrenes have also proved to react efficiently with lithium dialkylamides to afford the corresponding 4-substituted N,Ndialkylquinolin-2-amines in satisfactory yields. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.069

文献信息

• A convenient synthesis of quinolines by reactions of o-isocyano-β-methoxystyrenes with nucleophiles
  作者：Kazuhiro Kobayashi、Keiichi Yoneda、Kazuna Miyamoto、Osamu Morikawa、Hisatoshi Konishi

  DOI：10.1016/j.tet.2004.09.069

  日期：2004.12

  2,4-Disubstituted quinolines have been synthesized by reactions of o-isocyano-beta-methoxystyrenes, which can be easily prepared from commercially available o-aminophenyl ketones in three steps, with alkyl(or aryl)lithiums in generally good yields. Subsequently, oisocyano-beta-methoxystyrenes have also proved to react efficiently with lithium dialkylamides to afford the corresponding 4-substituted N,Ndialkylquinolin-2-amines in satisfactory yields. (C) 2004 Elsevier Ltd. All rights reserved.