3-methoxycarbonyl-2,4a-dimethyl-5-oxo-4a,5-dihydro-4H-indeno[1,2-b]pyridine | 1198091-05-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 3-methoxycarbonyl-2,4a-dimethyl-5-oxo-4a,5-dihydro-4H-indeno[1,2-b]pyridine
• 英文别名: 3-Methoxycarbonyl-2,4a-dimethyl-5-oxo-4a,5-dihydro-4h-indeno[1,2-b]pyridine；methyl 2,4a-dimethyl-5-oxo-4H-indeno[1,2-b]pyridine-3-carboxylate
• CAS: 1198091-05-2
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: OBXLSJBDIBXJNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  55.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-methoxycarbonyl-2,4a-dimethyl-5-oxo-4a,5-dihydro-4H-indeno[1,2-b]pyridine 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 5.0h， 以90%的产率得到methyl α-acetyl-β-(2-methyl-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)propionate
  参考文献：
  名称：

  Reactions of 4-unsubstituted 4,5-dihydro-1H-indeno[1,2-b]pyridines

  摘要：

  Alkylation of 3-methoxycarbonyl-2-methyl-5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridine and 12-oxo-12,13-dihydro-7H-7azaindeno[1,2-b]phenanthrene using methyl iodide or allyl bromide in DMF solution in the presence of NaH occurs with high selectivity and gives the corresponding C-alkyl derivatives in high yield. The acid cleavage of the 4a-alkylated 3-methoxycarbonyl-2-methyl-5-oxo-4a,5-dihydroindeno[1,2-b]pyridines has been studied.

  DOI：

  10.1007/s10593-009-0270-2
• 作为产物：
  描述：

  methyl 2-methyl-5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylate 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 1.0h， 以69%的产率得到3-methoxycarbonyl-2,4a-dimethyl-5-oxo-4a,5-dihydro-4H-indeno[1,2-b]pyridine
  参考文献：
  名称：

  Reactions of 4-unsubstituted 4,5-dihydro-1H-indeno[1,2-b]pyridines

  摘要：

  Alkylation of 3-methoxycarbonyl-2-methyl-5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridine and 12-oxo-12,13-dihydro-7H-7azaindeno[1,2-b]phenanthrene using methyl iodide or allyl bromide in DMF solution in the presence of NaH occurs with high selectivity and gives the corresponding C-alkyl derivatives in high yield. The acid cleavage of the 4a-alkylated 3-methoxycarbonyl-2-methyl-5-oxo-4a,5-dihydroindeno[1,2-b]pyridines has been studied.

  DOI：

  10.1007/s10593-009-0270-2

文献信息

• Reactions of 4-unsubstituted 4,5-dihydro-1H-indeno[1,2-b]pyridines
  作者：D. Tanaev、V. Lusis、D. Muceniece

  DOI：10.1007/s10593-009-0270-2

  日期：2009.3

  Alkylation of 3-methoxycarbonyl-2-methyl-5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridine and 12-oxo-12,13-dihydro-7H-7azaindeno[1,2-b]phenanthrene using methyl iodide or allyl bromide in DMF solution in the presence of NaH occurs with high selectivity and gives the corresponding C-alkyl derivatives in high yield. The acid cleavage of the 4a-alkylated 3-methoxycarbonyl-2-methyl-5-oxo-4a,5-dihydroindeno[1,2-b]pyridines has been studied.