14-(4-bromophenyl)-2-isobutyl-11H-benzo[c]oxazolo[5,4-a]pyrazolo[3,4-j]acridine | 1569467-87-3

• 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: 14-(4-bromophenyl)-2-isobutyl-11H-benzo[c]oxazolo[5,4-a]pyrazolo[3,4-j]acridine
• 英文别名: 24-(4-Bromophenyl)-4-(2-methylpropyl)-3-oxa-5,14,19,20-tetrazahexacyclo[11.11.0.02,6.07,12.015,23.018,22]tetracosa-1(24),2(6),4,7,9,11,13,15(23),16,18(22),20-undecaene
• CAS: 1569467-87-3
• 化学式: C₂₉H₂₁BrN₄O
• 分子量: 521.416
• InChiKey: VMNJDNKMEYLFLX-UHFFFAOYSA-N

物化性质

• 沸点：
  711.3±55.0 °C(predicted)
• 密度：
  1.496±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  67.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-羟基-1,4-萘醌 在 ammonium acetate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.84h， 生成 14-(4-bromophenyl)-2-isobutyl-11H-benzo[c]oxazolo[5,4-a]pyrazolo[3,4-j]acridine
  参考文献：
  名称：

  Regioselective Multicomponent Domino Reactions Providing Rapid and Efficient Routes to Fused Acridines

  摘要：

  Regioselective three-component reactions of aromatic aldehydes with indazol-5-amine and 2-hydroxy-1,4-naphthoquinone in HOAc under microwave irradiation have been developed. In this one-pot reaction, a series of new pyrazole-fused benzo[h]acridine derivatives with 1,2-diketone unit were synthesized with high chemical yields. The resulting pyrazole-fused acridines were employed to further react with aldehydes and ammonium acetate to give polycyclic oxazole-fused pyrazolo[3,4-j]acridines. The present green synthesis shows several advantages including operational simplicity and fast reaction rates, which makes it a useful and attractive process of library generation for drug discovery.

  DOI：

  10.3987/com-13-s(s)65