2-amino-9-ethyl-3H-pyrimido[4,5-b]quinolin-4-one | 1346509-58-7

• 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: 2-amino-9-ethyl-3H-pyrimido[4,5-b]quinolin-4-one
• CAS: 1346509-58-7
• 化学式: C₁₃H₁₂N₄O
• 分子量: 240.264
• InChiKey: VFQGMOJVBLEFGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  80.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯-8-乙基喹啉-3-甲醛 在 乙醇 、 potassium tert-butylate 、 氨 、 碘 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.33h， 生成 2-amino-9-ethyl-3H-pyrimido[4,5-b]quinolin-4-one
  参考文献：
  名称：

  Base-catalyzed cyclization reaction of 2-chloroquinoline-3-carbonitriles and guanidine hydrochloride: a rapid synthesis of 2-amino-3H-pyrimido[4,5-b]quinolin-4-ones

  摘要：

  t-BuOK-catalyzed cyclization of 2-chloroquinoline-3-carbonitriles with guanidine hydrochloride provided simple and rapid synthesis of 2-amino-3H-pyrimido[4,5-b]quinolin-4-ones in very short reaction time with good yield. Other 1,3-binucleophiles are found to react at the same rate. This methodology could be extended with their 3-formyl and 3-ester derivatives for the synthesis of pyrimido annulated quinolines. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.032

文献信息

• Base-catalyzed cyclization reaction of 2-chloroquinoline-3-carbonitriles and guanidine hydrochloride: a rapid synthesis of 2-amino-3H-pyrimido[4,5-b]quinolin-4-ones
  作者：Atish Chandra、Shraddha Upadhyay、Bhawana Singh、Neha Sharma、Radhey M. Singh

  DOI：10.1016/j.tet.2011.09.032

  日期：2011.11

  t-BuOK-catalyzed cyclization of 2-chloroquinoline-3-carbonitriles with guanidine hydrochloride provided simple and rapid synthesis of 2-amino-3H-pyrimido[4,5-b]quinolin-4-ones in very short reaction time with good yield. Other 1,3-binucleophiles are found to react at the same rate. This methodology could be extended with their 3-formyl and 3-ester derivatives for the synthesis of pyrimido annulated quinolines. (C) 2011 Elsevier Ltd. All rights reserved.