2,3-dimethyl-6-phenyl-2,5-dihydropyrazolo[4,3-c]pyridin-4-one | 133053-63-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2,3-dimethyl-6-phenyl-2,5-dihydropyrazolo[4,3-c]pyridin-4-one
• 英文别名: 2,3-dimethyl-6-phenyl-5H-pyrazolo[4,3-c]pyridin-4-one
• CAS: 133053-63-1
• 化学式: C₁₄H₁₃N₃O
• 分子量: 239.277
• InChiKey: UBNSHEUXVJVSLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  46.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-Iodo-1,5-dimethylpyrazole-4-carbonamide 在 吡啶 、 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 48.0h， 生成 2,3-dimethyl-6-phenyl-2,5-dihydropyrazolo[4,3-c]pyridin-4-one
  参考文献：
  名称：

  Cyclization of vicinal acetylenic derivatives of pyrazolecarbonamides and benzamides

  摘要：

  Vicinal acetylenic derivatives of pyrazolecarbonamides and benzamides cyclize in alcoholic solution in the presence of KOH with closure of the six- or five-membered lactam ring. The formation of a gamma-lactam (from o-phenylethynylbenzamide) has been noted for the first time. Condensation of vicinal iodopyrazolecarbonamides with copper phenylacetylide gives the pyrazolylacetylenes without concurrent intramolecular cyclization of the product to give the cyclopentadienone ring. We have been unable to repeat the reported similar cyclocondensation of o-iodobenzamide to 3-amino-2-phenylindenone.

  DOI：

  10.1007/bf00958258

文献信息

• A new route to pyrazolo[3,4-c] and [4,3-c]pyridinones via heterocyclization of vic-substituted hydroxamic acids of acetylenylpyrazoles
  作者：Elena V. Mshvidobadze、Sergei F. Vasilevsky、Jose Elguero

  DOI：10.1016/j.tet.2004.09.104

  日期：2004.12

  We report in this paper the synthesis of 6-substituted pyrazolo[4,3-c]pyridin-4-ones, 6-substituted 5-hydroxypyrazolo[4,3-c]pyridin-6-ones, 5-substituted pyrazolo[3,4-c]pyridin-7-ones and 5-substituted 6-hydroxypyrazolo[3,4-c]pyridin-7-ones by heterocyclization of vic-acetylenylpyrazol-hydroxamic acids under the influence of copper(I) salt in dimethylformamide or with organic bases in butanol or methanol

  我们在本文中报道了6-取代的吡唑并[4,3 - c ]吡啶-4-酮，6-取代的5-羟基吡唑并[4,3 - c ]吡啶-6-酮，5-取代的吡唑并[3]的合成。 ，4- ç ]吡啶-7-酮和5-取代的6-羟基吡并[3,4- c ^ ]吡啶-7-酮由heterocyclization VIC -acetylenylpyrazol-异羟肟酸铜的影响下（I）盐在二甲基甲酰胺或与丁醇或甲醇中的有机碱混合。
• VASILEVSKIJ, S. F.;SHVARTSBERG, M. S., IZV. AN CCCP. CEP. XIM.,(1990) N, S. 2089-2093
  作者：VASILEVSKIJ, S. F.、SHVARTSBERG, M. S.

  DOI：——

  日期：——