[1-[(2-iodo-5-methoxyphenyl)methyl]pyrrol-2-yl]-morpholin-4-ylmethanone | 851384-82-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: [1-[(2-iodo-5-methoxyphenyl)methyl]pyrrol-2-yl]-morpholin-4-ylmethanone
• CAS: 851384-82-2
• 化学式: C₁₇H₁₉IN₂O₃
• 分子量: 426.254
• InChiKey: CQRBZDDAEDTJFL-UHFFFAOYSA-N

物化性质

• 熔点：
  96-98 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  542.0±50.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  43.7
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [1-[(2-iodo-5-methoxyphenyl)methyl]pyrrol-2-yl]-morpholin-4-ylmethanone 在 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 以81%的产率得到7-methoxy-5H-pyrrolo[1,2-b]isoquinolin-10-one
  参考文献：
  名称：

  An efficient entry to pyrrolo[1,2-b]isoquinolines and related systems through Parham cyclisation

  摘要：

  Aryllithiums generated by lithium-iodine exchange undergo intramolecular cyclisation to give pyrrolo[1,2-b]isoquinolines, in high yields. The best results were obtained when Weinreb or morpholine amides were used as internal electrophiles. The procedure has been extended to the preparation of seven and eight membered rings, opening a route to benzazepine and benzazocine skeletons. (c) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.105
• 作为产物：
  描述：

  间甲氧基苯甲醇 在 氢氧化钾 、 碘 、 silver trifluoroacetate 、 三溴化磷 作用下， 以 二氯甲烷 、 氯仿 、 二甲基亚砜 为溶剂， 反应 19.5h， 生成 [1-[(2-iodo-5-methoxyphenyl)methyl]pyrrol-2-yl]-morpholin-4-ylmethanone
  参考文献：
  名称：

  An efficient entry to pyrrolo[1,2-b]isoquinolines and related systems through Parham cyclisation

  摘要：

  Aryllithiums generated by lithium-iodine exchange undergo intramolecular cyclisation to give pyrrolo[1,2-b]isoquinolines, in high yields. The best results were obtained when Weinreb or morpholine amides were used as internal electrophiles. The procedure has been extended to the preparation of seven and eight membered rings, opening a route to benzazepine and benzazocine skeletons. (c) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.105

文献信息

• An efficient entry to pyrrolo[1,2-b]isoquinolines and related systems through Parham cyclisation
  作者：Javier Ruiz、Ainhoa Ardeo、Roberto Ignacio、Nuria Sotomayor、Esther Lete

  DOI：10.1016/j.tet.2004.10.105

  日期：2005.3

  Aryllithiums generated by lithium-iodine exchange undergo intramolecular cyclisation to give pyrrolo[1,2-b]isoquinolines, in high yields. The best results were obtained when Weinreb or morpholine amides were used as internal electrophiles. The procedure has been extended to the preparation of seven and eight membered rings, opening a route to benzazepine and benzazocine skeletons. (c) 2004 Elsevier Ltd. All rights reserved.