tert-butyl 1H-pyrrolo[2,3-b]pyridin-3-ylcarbamate | 1258059-33-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: tert-butyl 1H-pyrrolo[2,3-b]pyridin-3-ylcarbamate
• 英文别名: tert-butyl N-(1H-pyrrolo[2,3-b]pyridin-3-yl)carbamate
• CAS: 1258059-33-4
• 化学式: C₁₂H₁₅N₃O₂
• 分子量: 233.27
• InChiKey: YVWXAMVGOWMKKY-UHFFFAOYSA-N

物化性质

• 熔点：
  184-186 °C
• 密度：
  1.267±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl 1H-pyrrolo[2,3-b]pyridin-3-ylcarbamate 、 苯乙炔 、 3,4-二氯苯甲醛 在 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 1.5h， 以59%的产率得到2-(3,4-dichlorophenyl)-4-phenyl-5H-pyrrolo[2,3-b:4,5-b']dipyridine
  参考文献：
  名称：

  Three-component reaction involving metal-free heteroannulation of N-Boc-3-amido indole, aryl aldehydes, and aromatic alkynes under microwave conditions: synthesis of highly diversified δ-carbolines

  摘要：

  An efficient synthesis toward highly diversified delta-carbolines via one-pot multicomponent reaction using N-Boc-3-amido indoles, aryl aldehydes, and aromatic terminal alkynes under microwave conditions has been described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.054
• 作为产物：
  描述：

  3-氨基-7-氮杂吲哚 、 二碳酸二叔丁酯 以 甲醇 为溶剂， 以0.857 g的产率得到tert-butyl 1H-pyrrolo[2,3-b]pyridin-3-ylcarbamate
  参考文献：
  名称：

  Three-component reaction involving metal-free heteroannulation of N-Boc-3-amido indole, aryl aldehydes, and aromatic alkynes under microwave conditions: synthesis of highly diversified δ-carbolines

  摘要：

  An efficient synthesis toward highly diversified delta-carbolines via one-pot multicomponent reaction using N-Boc-3-amido indoles, aryl aldehydes, and aromatic terminal alkynes under microwave conditions has been described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.054

文献信息

• Three-component reaction involving metal-free heteroannulation of N-Boc-3-amido indole, aryl aldehydes, and aromatic alkynes under microwave conditions: synthesis of highly diversified δ-carbolines
  作者：Sudhir K. Sharma、Anil K. Mandadapu、Mohammad Saifuddin、Sahaj Gupta、Piyush K. Agarwal、Ashok K. Mandwal、Harsh M. Gauniyal、Bijoy Kundu

  DOI：10.1016/j.tetlet.2010.09.054

  日期：2010.11

  An efficient synthesis toward highly diversified delta-carbolines via one-pot multicomponent reaction using N-Boc-3-amido indoles, aryl aldehydes, and aromatic terminal alkynes under microwave conditions has been described. (C) 2010 Elsevier Ltd. All rights reserved.