2-(4,5-di(benzo[d][1,3]dioxol-6-yl)-1H-imidazol-2-yl)pyrazine | 1201275-58-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2-(4,5-di(benzo[d][1,3]dioxol-6-yl)-1H-imidazol-2-yl)pyrazine
• 英文别名: 2-[4,5-bis(1,3-benzodioxol-5-yl)-1H-imidazol-2-yl]pyrazine
• CAS: 1201275-58-2
• 化学式: C₂₁H₁₄N₄O₄
• 分子量: 386.367
• InChiKey: SHMKKNWPMKRMLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  91.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氰基吡嗪 、 胡椒醛 在 ammonium acetate 作用下， 反应 0.53h， 以76%的产率得到2-(4,5-di(benzo[d][1,3]dioxol-6-yl)-1H-imidazol-2-yl)pyrazine
  参考文献：
  名称：

  Microwave Enabled Umpulong Mechanism Based Rapid and Efficient Four- and Six-Component Domino Formations of 2-(2′-Azaaryl)imidazoles and anti-1,2-Diarylethylbenzamides

  摘要：

  Concise and efficient six-component and four-component domino approaches to anti-1,2-diarylethylbenzamides and highly Substituted 2-(2'-azaaryl)imidazoles have been developed under solvent-free and microwave-irradiation conditions. The reactions showed a broad scope of substrates in which a wide range of common commercial aromatic aldehydes and heteroaryl nitriles can be used. The syntheses were Finished within short periods (15-34 min) with good to excellent chemical yields and stereoselectivity that avoided tedious workup isolations. New mechanisms involving an umpolung have been proposed for these two reaction processes.

  DOI：

  10.1021/jo902204s

文献信息

• HETEROARYLS AND USES THEREOF
  申请人：MILLENNIUM PHARMACEUTICALS, INC.

  公开号：US20130165472A1

  公开（公告）日：2013-06-27

  This invention provides compounds of formula IA: and also provides compounds of formula IIA, IIIA, IVA, or VA: wherein HY, R 1 , R 2 , R 3 , R 14 , G 1 , G 2 , G 3 , and G 4 , are as described in the specification. The compounds are inhibitors of VPS34 and/or PI3K and are thus useful for treating proliferative, inflammatory, or cardiovascular disorders.

  这项发明提供了公式IA的化合物：同时也提供了公式IIA、IIIA、IVA或VA的化合物：其中HY、R1、R2、R3、R14、G1、G2、G3和G4如规范中所述。这些化合物是VPS34和/或PI3K的抑制剂，因此可用于治疗增生性、炎症性或心血管疾病。
• Microwave Enabled Umpulong Mechanism Based Rapid and Efficient Four- and Six-Component Domino Formations of 2-(2′-Azaaryl)imidazoles and <i>anti</i>-1,2-Diarylethylbenzamides
  作者：Bo Jiang、Xiang Wang、Feng Shi、Shu-Jiang Tu、Teng Ai、Austin Ballew、Guigen Li

  DOI：10.1021/jo902204s

  日期：2009.12.18

  Concise and efficient six-component and four-component domino approaches to anti-1,2-diarylethylbenzamides and highly Substituted 2-(2'-azaaryl)imidazoles have been developed under solvent-free and microwave-irradiation conditions. The reactions showed a broad scope of substrates in which a wide range of common commercial aromatic aldehydes and heteroaryl nitriles can be used. The syntheses were Finished within short periods (15-34 min) with good to excellent chemical yields and stereoselectivity that avoided tedious workup isolations. New mechanisms involving an umpolung have been proposed for these two reaction processes.