11-(4-bromophenyl)-3,6,7,11-tetrahydro-8H-pyrazolo[4,3-f]pyrimido[4,5-b]quinoline-8,10(9H)-dione | 1219459-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 11-(4-bromophenyl)-3,6,7,11-tetrahydro-8H-pyrazolo[4,3-f]pyrimido[4,5-b]quinoline-8,10(9H)-dione
• 英文别名: 9-(4-Bromophenyl)-2,4,6,13,14-pentazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(10),3(8),11(15),12,16-pentaene-5,7-dione
• CAS: 1219459-36-5
• 化学式: C₁₈H₁₂BrN₅O₂
• 分子量: 410.23
• InChiKey: UWXSQJXMBHQYLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  98.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-氨基吲唑 、 5-(4-bromobenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione 在 溶剂黄146 作用下， 以 乙二醇 为溶剂， 以93%的产率得到11-(4-bromophenyl)-3,6,7,11-tetrahydro-8H-pyrazolo[4,3-f]pyrimido[4,5-b]quinoline-8,10(9H)-dione
  参考文献：
  名称：

  One-Step Efficient Synthesis of Pyrazolo[3,4-f]quinoline Derivatives Under Microwave Irradiation

  摘要：

  A series of new pyrazolo[3,4-f]quinoline derivatives were synthesized by multicomponent reactions of equimolar amounts of aromatic aldehydes 1, barbituric acids 2 (barbituric acid or 1,3-dimethyl barbituric acid), and 5-aminoindazole 3 in mixed solvent of glacial acetic acid and ethylene glycol (2:1, v/v) without catalyst under microwave irradiation. This one-pot protocol has the advantage of good yields (91-94%), simple workup procedure, and short reaction times (5-6 min).

  DOI：

  10.1080/00397910903032317

文献信息

• A novel substrate directed multicomponent reaction for the syntheses of tetrahydro-spiro[pyrazolo[4,3-<i>f</i>]quinoline]-8,5′-pyrimidines and tetrahydro-pyrazolo[4,3-<i>f</i>]pyrimido[4,5-<i>b</i>]quinolines <i>via</i> selective multiple C–C bond formation under metal-free conditions
  作者：Divyang M. Patel、Hetal J. Patel、José M. Padrón、Hitendra M. Patel

  DOI：10.1039/d0ra02990d

  日期：——

  A versatile and substrate oriented multicomponent reaction for the syntheses of novel highly diastereoselective tetrahydro-1′H-spiro[pyrazolo[4,3-f]quinoline-8,5′-pyrimidine]-2′,4′,6′(3′H)-triones (d.r. up to 20 : 1 (syn : anti)) and tetrahydro-8H-pyrazolo[4,3-f]pyrimido[4,5-b]quinoline-8,10(9H)-diones via formation of selective multiple C–C bonds under identical reaction conditions (viz. ethanol as

  一种通用的、面向底物的多组分反应，用于合成新型高度非对映选择性四氢-1′H-螺[吡唑并[4,3- f ]喹啉-8,5′-嘧啶]-2′,4′,6′(3 ' H )-三酮（dr 高达 20 : 1（顺式:反式））和四氢-8 H -吡唑并[4,3- f ]嘧啶并[4,5- b ]喹啉-8,10(9 H )-证明了在相同的反应条件下（即乙醇作为反应介质和低共熔混合物作为催化剂）通过选择性形成多个C-C键来合成二酮。这两种方法都涉及温和的反应条件，使用无害溶剂，并有助于目标化合物获得良好至优异的反应产率。