3,7,7-trimethyl-1-phenyl-7,8-dihydrociclohexa[2,3-e]pyrazolo-[3,4-b]pyridin-5(6H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,7,7-trimethyl-1-phenyl-7,8-dihydrociclohexa[2,3-e]pyrazolo-[3,4-b]pyridin-5(6H)-one
• 英文别名: 3,7,7-trimethyl-1-phenyl-1,6,7,8-tetrahydro-5H-pyrazolo[3,4-b]quinolin-5-one；3,7,7-trimethyl-1-phenyl-5,6,7,8-tetrahydro-1H-pyrazolo[3,4-b]quinolin-5-one；3,7,7-trimethyl-1-phenyl-7,8-dihydro-1H-pyrazolo[3,4-b]quinolin-5(6H)-one；3,7,7-Trimethyl-1-phenyl-5,6,7,8-tetrahydropyrazolo[3,4-b]quinolin-5-one；3,7,7-trimethyl-1-phenyl-6,8-dihydropyrazolo[3,4-b]quinolin-5-one
• 化学式: C₁₉H₁₉N₃O
• 分子量: 305.379
• InChiKey: ROGIESOKSXSEER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-叠氮基-3-甲基-1-苯基吡唑-4-甲醛 在 哌啶 、 硫化氢 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 3,7,7-trimethyl-1-phenyl-7,8-dihydrociclohexa[2,3-e]pyrazolo-[3,4-b]pyridin-5(6H)-one
  参考文献：
  名称：

  Ahluwalia, Vinod K.; Dahiya, Aruna; Carg, Vijay K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997, vol. 36, # 1, p. 88 - 90

  摘要：

  DOI：

文献信息

• Multicomponent Dipolar Cycloaddition Strategy: Combinatorial Synthesis of Novel Spiro-Tethered Pyrazolo[3,4-<i>b</i>]quinoline Hybrid Heterocycles
  作者：Remani Vasudevan Sumesh、Muthumani Muthu、Abdulrahman I. Almansour、Raju Suresh Kumar、Natarajan Arumugam、S. Athimoolam、E. Arockia Jeya Yasmi Prabha、Raju Ranjith Kumar

  DOI：10.1021/acscombsci.6b00003

  日期：2016.5.9

  The stereoselective syntheses of a library of novel spiro-tethered pyrazolo[3,4-b]quinoline–pyrrolidine/pyrrolothiazole/indolizine–oxindole/acenaphthene hybrid heterocycles have been achieved through the 1,3-dipolar cycloaddition of azomethine ylides generated in situ from α-amino acids and 1,2-diketones to dipolarophiles derived from pyrazolo[3,4-b]quinoline derivatives.

  通过从现场原位生成的偶氮甲ine啶基的1,3-偶极环加成反应，可以实现新型螺拴的吡唑并[3,4- b ]喹啉-吡咯烷/吡咯并噻唑/吲哚嗪-ox吲哚/ ac杂杂杂环的文库的立体选择性合成。吡唑并[3,4- b ]喹啉衍生物衍生的α-氨基酸和1,2-二酮。
• Rhodium(II) Acetate‐Catalysed Cyclization of Pyrazol‐5‐amine and 1,3‐Diketone‐2‐diazo Compounds Using <i>N</i> , <i>N</i> ‐Dimethylformamide as a Carbon‐Hydrogen Source: Access to Pyrazolo[3,4‐ <i>b</i> ]pyridines
  作者：Yi Ning、Xinwei He、Youpeng Zuo、Panyuan Cai、Mengqing Xie、Jian Wang、Yongjia Shang

  DOI：10.1002/adsc.201900093

  日期：2019.8.5

  4‐b]pyridines through a rhodium‐catalysed intermolecular cyclization of pyrazol‐5‐amine and cyclic 1,3‐diketone‐2‐diazo compounds, has been developed. A methyl carbon of N,N‐dimethylformamide (DMF) performed as a carbon‐hydrogen source for the construction of the pyridine ring. Various pyrazolo[3,4‐b]pyridine derivatives were obtained under mild conditions using air as the terminal oxidant.

  已经开发了通过铑催化的吡唑-5-胺和环状1,3-二酮-2-重氮化合物与吡唑并[3,4- b ]吡啶的通道。N，N-二甲基甲酰胺（DMF）的甲基碳是构成吡啶环的碳氢源。在温和的条件下，使用空气作为末端氧化剂，可以得到各种吡唑并[3,4- b ]吡啶衍生物。
• Microwave-assisted one-pot synthesis in water of carbonylpyrazolo[3,4-b]pyridine derivatives catalyzed by InCl₃ and sonochemical assisted condensation with aldehydes to obtain new chalcone derivatives containing the pyrazolopyridinic moiety
  作者：Efrain Polo、Karoll Ferrer-Pertuz、Jorge Trilleras、Jairo Quiroga、Margarita Gutiérrez

  DOI：10.1039/c7ra10127a

  日期：——

  Pyrazolo[3,4-b]pyridine derivatives have been synthesized via one-pot condensation of 3-methyl-1-phenyl-1H-pyrazolo-5-amine (1), formaldehyde (as paraformaldehyde) (2) and β-diketones (3) under microwave irradiation in aqueous media catalyzed by InCl3. This process has been found to be useful in the preparation of new N-fused heterocycle products in good to excellent yields. Further treatment of pyrazolopyridines

  吡唑并[3,4- b ]吡啶衍生物是通过3-甲基-1-苯基-1 H-吡唑并-5-胺（1），甲醛（作为低聚甲醛）（2）和β-的一锅缩合反应合成的。在InCl 3催化的水性介质中微波辐射下的二酮（3）。已经发现该方法可用于以良好至优异的产率制备新的N-稠合的杂环产物。吡咯并吡啶（4a和4e）与醛类芳香族化合物（5a–l）的进一步处理提供了查耳酮类似物。
• One‐Pot and Convenient Conversion of 5‐Azidopyrazole‐4‐carboxaldehyde to Pyrazolo[3,4‐<i>b</i>]pyridines
  作者：Airong Zheng、Wei Zhang、Jinhui Pan

  DOI：10.1080/00397910600588868

  日期：2006.6.1