6,7,8,9-tetrahydroimidazo[1,2-a:5,4-b']dipyridine | 6688-38-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 6,7,8,9-tetrahydroimidazo[1,2-a:5,4-b']dipyridine
• 英文别名: 1,2,3,4-Tetrahydro-9-aza-pyrido<1.2-a>benzimidazol；1,3,8-Triazatricyclo[7.4.0.02,7]trideca-2(7),3,5,8-tetraene
• CAS: 6688-38-6
• 化学式: C₁₀H₁₁N₃
• 分子量: 173.217
• InChiKey: PIHMWPLFQLIBLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-硝基-3,4,5,6-四氢-2H-[1,2]联吡啶 在 盐酸 作用下， 以 水 为溶剂， 生成 6,7,8,9-tetrahydroimidazo[1,2-a:5,4-b']dipyridine
  参考文献：
  名称：

  Electroreductive heterocyclization of ortho-piperidino substituted nitro(het)arenes

  摘要：

  Electrochemical reduction of ortho-piperidino substituted nitro(het)arenes in an undivided cell on a lead cathode in 8% HCl gave either 1,2,3,4-tetrahydropyrido[1,2-a]-benzimidazoles or 6,7,8,9-tetrahydropyrido[3',2':4,5]imidazo[1,2-a]-pyridines. The reductive heterocyclization mechanism involves the initial formation of a nitroso derivative followed by the formation of an imidazole ring.

  DOI：

  10.1016/j.mencom.2020.09.027

文献信息

• Access to 2-pyridinylamide and imidazopyridine from 2-fluoropyridine and amidine hydrochloride
  作者：Yibiao Li、Shuo Huang、Jiaming Li、Jian Li、Xiaoliang Ji、Jiasheng Liu、Lu Chen、Shiyong Peng、Kun Zhang

  DOI：10.1039/d0ob01904f

  日期：——

  Under catalyst-free conditions, an efficient method to synthesize 2-pyridinylamides has been developed, and the protocol uses inexpensive and readily available 2-fluoropyridine and amidine derivatives as the starting materials. Simultaneously, the copper-catalysed approach to imidazopyridine derivatives has been established with high chemoselectivity and regiospecificity. The results suggest that the

  在无催化剂条件下，开发了一种合成 2-吡啶酰胺的有效方法，该协议使用廉价且易于获得的 2-氟吡啶和脒衍生物作为起始材料。同时，铜催化的咪唑并吡啶衍生物方法已被建立，具有高化学选择性和区域特异性。结果表明，含有碘化物取代基的氮杂环也可以通过级联Ullmann型偶联与反应相容，并且亲核取代反应以一锅方式提供目标产物。
• Tricyclic N-heteroaryl-carboxamide derivatives, preparation and therapeutic use thereof
  申请人：DUBOIS Laurent

  公开号：US20100173929A1

  公开（公告）日：2010-07-08

  The invention relates to tricyclic N-heteroaryl-carboxamide derivatives having the formula (I): Wherein A, P, W, Z 1 , Z 2 , Z 3 , Z 4 , Z 5 , Z 6 , Z 7 , Z 8 , R 3 and R 3 ′ are as described herein. The invention also relates to a method for preparing the same and to the therapeutic use thereof.

  该发明涉及公式（I）所示的三环N-杂环基-羧酰胺衍生物，其中A、P、W、Z1、Z2、Z3、Z4、Z5、Z6、Z7、Z8、R3和R3'如本文所述。该发明还涉及制备该化合物的方法以及其治疗用途。
• Rapid synthesis of imidazo[4,5-b]pyridine containing polycyclics by means of palladium-catalyzed amidation of 2-chloro-3-nitropyridine
  作者：Christophe Salomé、Martine Schmitt、Jean-Jacques Bourguignon

  DOI：10.1016/j.tetlet.2009.04.031

  日期：2009.7

  Regioselective nucleophilic substitution of 2-chloro 3-nitropyridine with heterocyclic amides under Pd-catalyzed reaction conditions as described by Buchwald yielded imidazo [4,5-b] pyridine-containing polycyclics as novel scaffolds. (C) 2009 Elsevier Ltd. All rights reserved.
• US8153796B2
  申请人：——

  公开号：US8153796B2

  公开（公告）日：2012-04-10
• US8420817B2
  申请人：——

  公开号：US8420817B2

  公开（公告）日：2013-04-16