methyl 3-(morpholinomethyl)-1H-indole-5-carboxylate | 887477-39-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: methyl 3-(morpholinomethyl)-1H-indole-5-carboxylate
• 英文别名: 3-(Morpholinomethyl)-1H-indole-5-carboxylic acid methyl ester；methyl 3-(morpholin-4-ylmethyl)-1H-indole-5-carboxylate
• CAS: 887477-39-6
• 化学式: C₁₅H₁₈N₂O₃
• mdl: MFCD25949662
• 分子量: 274.32
• InChiKey: YXQMUTDKNUFLMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  吗啉 、 methyl 3-(morpholinomethyl)-1H-indole-5-carboxylate 、 聚合甲醛 在 溶剂黄146 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 48.0h， 以51%的产率得到methyl 1,3-bis(morpholin-4-ylmethyl)indole-5-carboxylate
  参考文献：
  名称：

  Parallel synthesis of an indole-based library via an iterative Mannich reaction sequence

  摘要：

  A library of 1,3-disubstituted indoles has been prepared via an iterative Mannich reaction sequence. The first Mannich reaction with secondary amines and formaldehyde preferentially yields 3-aminomethyl indoles, while the second Mannich reaction introduces an additional aminomethyl group at the N1-position of the indole ring. A library of 25 substituted indoles has thus been prepared in moderate to good yields with purity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.01.047
• 作为产物：
  描述：

  吗啉 、 聚合甲醛 、 吲哚-5-甲酸甲酯 在 溶剂黄146 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以57%的产率得到methyl 3-(morpholinomethyl)-1H-indole-5-carboxylate
  参考文献：
  名称：

  Parallel synthesis of an indole-based library via an iterative Mannich reaction sequence

  摘要：

  A library of 1,3-disubstituted indoles has been prepared via an iterative Mannich reaction sequence. The first Mannich reaction with secondary amines and formaldehyde preferentially yields 3-aminomethyl indoles, while the second Mannich reaction introduces an additional aminomethyl group at the N1-position of the indole ring. A library of 25 substituted indoles has thus been prepared in moderate to good yields with purity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.01.047