1,4-bis(trifluoromethyl)-pyrido<3,4-d>pyridazine | 159049-40-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 1,4-bis(trifluoromethyl)-pyrido<3,4-d>pyridazine
• 英文别名: 1,4-Bis(trifluoromethyl)pyrido[3,4-d]pyridazine
• CAS: 159049-40-8
• 化学式: C₉H₃F₆N₃
• 分子量: 267.133
• InChiKey: WEAXCEVDOZEBES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-(1-环庚烯-1-基)吡咯烷 、 1,4-bis(trifluoromethyl)-pyrido<3,4-d>pyridazine 在 间氯过氧苯甲酸 、 三氟乙酸 作用下， 生成 5,11-bis(trifluoromethyl)-7,8,9,10-tetrahydro-6H-cycloheptisoquinoline N-oxide
  参考文献：
  名称：

  Inverse-Electron-Demand Diels-Alder Reactions of Condensed Pyridazines, 4. Synthesis and Cycloaddition Reactions of 1,4-Bis(trifluoromethyl)pyrido[3,4-d]pyridazine

  摘要：

  The title compound (8) was prepared by a [4+2] cycloaddition reaction of 3,6-bis(trifluoromethyl)-1,2,4,5-tetrazine (1) with a 4-piperidone-derived enamine and subsequent aromatization of the tetrahydro compound (7). The azadiene reactivity of 8 was investigated employing enamines and a ketene-N,S-acetal as electron-rich dienophiles. A series of new condensed isoquinolines (10, 11, 12a,b, 13) was obtained and one of them (13) was characterized by X-ray structure determination.

  DOI：

  10.3987/com-94-6753
• 作为产物：
  描述：

  1,4-bis(trifluoromethyl)-5,6,7,8-tetrahydropyrido<3,4-d>pyridazine 在 palladium on activated charcoal 、 xylene 作用下， 反应 24.0h， 以76%的产率得到1,4-bis(trifluoromethyl)-pyrido<3,4-d>pyridazine
  参考文献：
  名称：

  Inverse-Electron-Demand Diels-Alder Reactions of Condensed Pyridazines, 4. Synthesis and Cycloaddition Reactions of 1,4-Bis(trifluoromethyl)pyrido[3,4-d]pyridazine

  摘要：

  The title compound (8) was prepared by a [4+2] cycloaddition reaction of 3,6-bis(trifluoromethyl)-1,2,4,5-tetrazine (1) with a 4-piperidone-derived enamine and subsequent aromatization of the tetrahydro compound (7). The azadiene reactivity of 8 was investigated employing enamines and a ketene-N,S-acetal as electron-rich dienophiles. A series of new condensed isoquinolines (10, 11, 12a,b, 13) was obtained and one of them (13) was characterized by X-ray structure determination.

  DOI：

  10.3987/com-94-6753

文献信息

• [4+2]Cycloaddition Reactions of 1,4-Bis(trifluoromethyl)pyrido[3,4-d]pyridazine with Indole-Type Dienophiles
  作者：Norbert Haider、Kurt Mereiter、Richard Wanko

  DOI：10.3987/com-95-7063

  日期：——

  [4+2] Cycloaddition reactions of the title compound (1) with electron-rich indole-type dienophiles afford - besides different types of side products - tetracyclic compounds with a pyridocarbazole skeleton, structurally related to the alkaloid ellipticine or its isomer, isoellipticine. Three of the reaction products (compounds 4, 5, and 10) were characterized by X-ray structure determination.