2-<4-<3-(4,5-Dihydro-4,4-dimethyloxazol-2-yl)-1,4-dihydropyridin-4-yl>pyridin-3-yl>-4,5-dihydro-4,4-dimethyloxazole | 139260-63-2

• 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: 2-<4-<3-(4,5-Dihydro-4,4-dimethyloxazol-2-yl)-1,4-dihydropyridin-4-yl>pyridin-3-yl>-4,5-dihydro-4,4-dimethyloxazole
• CAS: 139260-63-2
• 化学式: C₂₀H₂₄N₄O₂
• 分子量: 352.436
• InChiKey: RAWAANCTZQKZKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  68.1
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  苯乙酮 、 3-(4,4-二甲基-4,5-二氢-1,3-氧唑-2-基)吡啶 在 2,2,6,6-四甲基哌啶 、 正丁基锂 作用下， 生成 2-<4-<3-(4,5-Dihydro-4,4-dimethyloxazol-2-yl)-1,4-dihydropyridin-4-yl>pyridin-3-yl>-4,5-dihydro-4,4-dimethyloxazole
  参考文献：
  名称：

  Synthesis of 11-amino-substituted-9-methoxy-5-methyl-6H-pyrido[4,3-b]-carbazoles

  摘要：

  A route to 11-amino-substituted-6H-pyrido[4,3-b]carbazoles has been studied. Thus, condensation of 2-(4-lithiopyridine-3-yl)-4,4-dimethyloxazoline with 2-acetyl-5-methoxy-1-phenylsulphonylindole led to a low yield of the expected alcohol, which upon hydrolysis gave a complex mixture. A better starting building block was 4-acetyl-N,N-diisopropylnicotinamide obtained either from N,N-diisopropyl-4-lithionicotinamide (low yield) or from pyridine-3,4-dicarboxylic anhydride, using a 4-step sequence. This compound was treated with 2-lithio-5-methoxy-1-phenylsulphonylindole, affording N,N-diisopropyl-4-[1-(5-methoxy-1-phenylsulphonylindol-2-yl)-1-hydroxyethyl]nicotinamide. Hydrolysis and then reduction led to 4-[1-(5-methoxy-1-phenylsulphonylindol-2-yl)-ethyl]nicotinic acid whose amides were cyclized by phosphorus trichlorideoxide. Finally, the title compounds were obtained by Raney-nickel reduction-elimination of the 6-phenylsulphonyl protecting group.

  DOI：

  10.1039/p19910003165