5-methyl-2-phenyl-1,2-dihydro-3H-indazol-3-one | 17049-62-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-methyl-2-phenyl-1,2-dihydro-3H-indazol-3-one
• 英文别名: 4-Methyl-2-phenyl-indazolin-3-on；5-Methyl-2-phenylindazolon；3-Oxo-5-methyl-2-phenyl-2,3-dihydro-1H-indazol；5-methyl-2-phenyl-1,2-dihydro-indazol-3-one；5-Methyl-2-phenyl-1,2-dihydro-indazol-3-on；5-methyl-2-phenyl-1H-indazol-3-one
• CAS: 17049-62-6
• 化学式: C₁₄H₁₂N₂O
• 分子量: 224.262
• InChiKey: LQEGLQKXUASHJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-苯基吲唑 、 5-methyl-2-phenyl-1,2-dihydro-3H-indazol-3-one 在 碘苯二乙酸 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 乙腈 为溶剂， 以95 %的产率得到
  参考文献：
  名称：

  Cu-Catalyzed Regioselective C–H Amination of 2H-Indazoles for the Synthesis of Indazole-Containing Indazol-3(2H)-ones

  摘要：

  DOI：

  10.1021/acs.joc.3c00187
• 作为产物：
  描述：

  5-methyl-2-nitro-N-phenylbenzamide 在 四羟基二硼 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以69%的产率得到5-methyl-2-phenyl-1,2-dihydro-3H-indazol-3-one
  参考文献：
  名称：

  A B₂(OH)₄-Mediated Synthesis of 2-Substituted Indazolone and Its Application in a DNA-Encoded Library

  摘要：

  Indazolone cores are among the most common structural components in medicinal chemistry and can be found in many biologically active molecules. In this report, a mild and efficient approach to 2-substituted indazolones via B-2(OH)(4)-mediated reductive N-N bond formation is developed. This strategy features mild conditions, no request for a metal catalyst, and a wide scope for both aliphatic and aromatic amines. Meanwhile, this method was further successfully applied on DNA to construct indazolone cores for a DNA-encoded library. This will enable the production of a very attractive indazolone-cored library from simple amines and scaffolds, which will provide considerable diversity.

  DOI：

  10.1021/acs.orglett.0c02032

文献信息

• Horiie, Nippon Kagaku Zasshi, 1959, vol. 80, p. 1038,1039
  作者：Horiie

  DOI：——

  日期：——
• A B₂(OH)₄-Mediated Synthesis of 2-Substituted Indazolone and Its Application in a DNA-Encoded Library
  作者：Yapeng Bao、Zongfa Deng、Jing Feng、Weiwei Zhu、Jin Li、Jinqiao Wan、Guansai Liu

  DOI：10.1021/acs.orglett.0c02032

  日期：2020.8.21

  Indazolone cores are among the most common structural components in medicinal chemistry and can be found in many biologically active molecules. In this report, a mild and efficient approach to 2-substituted indazolones via B-2(OH)(4)-mediated reductive N-N bond formation is developed. This strategy features mild conditions, no request for a metal catalyst, and a wide scope for both aliphatic and aromatic amines. Meanwhile, this method was further successfully applied on DNA to construct indazolone cores for a DNA-encoded library. This will enable the production of a very attractive indazolone-cored library from simple amines and scaffolds, which will provide considerable diversity.
• Murahashi; Horiie, 1959, vol. 7, p. 89,103
  作者：Murahashi、Horiie

  DOI：——

  日期：——
• Cu-Catalyzed Regioselective C–H Amination of 2<i>H</i>-Indazoles for the Synthesis of Indazole-Containing Indazol-3(2<i>H</i>)-ones
  作者：Lina Zhang、Hang Yan、Yueyue Fan、Xiande Luo、Yingqiao Pan、Yishu Liu、Yuepiao Cai、Qinqin Xia

  DOI：10.1021/acs.joc.3c00187

  日期：——