[2-(4-chloro-phenyl)-6-methyl-[1,8]naphthyridin-4-ylamino]-acetic acid ethyl ester

• 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: [2-(4-chloro-phenyl)-6-methyl-[1,8]naphthyridin-4-ylamino]-acetic acid ethyl ester
• 英文别名: Ethyl 2-[[2-(4-chlorophenyl)-6-methyl-1,8-naphthyridin-4-yl]amino]acetate
• 化学式: C₁₉H₁₈ClN₃O₂
• 分子量: 355.824
• InChiKey: TYEPMCOPLGBXLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-amino-5-methyl-3-ethynylpyridine 、 对氯碘苯 、 一氧化碳 、 2-胺基乙酸乙酯 在 palladium diacetate 、 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 为溶剂， 100.0 ℃ 、600.0 kPa 条件下， 以64%的产率得到[2-(4-chloro-phenyl)-6-methyl-[1,8]naphthyridin-4-ylamino]-acetic acid ethyl ester
  参考文献：
  名称：

  Palladium-Assisted Multicomponent Synthesis of 2-Aryl-4-aminoquinolines and 2-Aryl-4-amino[1,8]naphthyridines

  摘要：

  A palladium-mediated multicomponent domino reaction leading to 2-aryl-4-amino-quinolines and 2-aryl-4-amino[1,8]naphthyridines is reported. The scope of the reaction was examined using carbon monoxide, two 2-ethynyl-arylamines, four aryl iodides, and 10 primary amines as substrates. The selection of the appropriate catalytic system was achieved testing several palladium/phosphine systems and overrides previously reported drawbacks associated with the use of primary amines in related reactions. Moreover several features concerning the role of both palladium [(0) and (11)] and phosphines are reported.

  DOI：

  10.1021/jo050882q

文献信息

• Palladium-Assisted Multicomponent Synthesis of 2-Aryl-4-aminoquinolines and 2-Aryl-4-amino[1,8]naphthyridines
  作者：Giorgio Abbiati、Antonio Arcadi、Valentina Canevari、Luca Capezzuto、Elisabetta Rossi

  DOI：10.1021/jo050882q

  日期：2005.8.1

  A palladium-mediated multicomponent domino reaction leading to 2-aryl-4-amino-quinolines and 2-aryl-4-amino[1,8]naphthyridines is reported. The scope of the reaction was examined using carbon monoxide, two 2-ethynyl-arylamines, four aryl iodides, and 10 primary amines as substrates. The selection of the appropriate catalytic system was achieved testing several palladium/phosphine systems and overrides previously reported drawbacks associated with the use of primary amines in related reactions. Moreover several features concerning the role of both palladium [(0) and (11)] and phosphines are reported.