7-(4-tert-butylphenoxy)-5-amino-2,4-di(9H-fluoren-2-yl)-1,2-dihydro-2-methyl-1,6naphthyridine-8-carbonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 7-(4-tert-butylphenoxy)-5-amino-2,4-di(9H-fluoren-2-yl)-1,2-dihydro-2-methyl-1,6naphthyridine-8-carbonitrile
• 英文别名: 5-amino-7-(4-tert-butylphenoxy)-2,4-bis(9H-fluoren-2-yl)-2-methyl-1H-1,6-naphthyridine-8-carbonitrile
• 化学式: C₄₆H₃₈N₄O
• 分子量: 662.834
• InChiKey: FMOFNSURLAOGQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  51
• 可旋转键数：
  5
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  84
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-叔丁基苯酚 、 2-乙酰芴 、 丙二腈 在 三乙胺 作用下， 以 水 为溶剂， 反应 4.0h， 以93%的产率得到7-(4-tert-butylphenoxy)-5-amino-2,4-di(9H-fluoren-2-yl)-1,2-dihydro-2-methyl-1,6naphthyridine-8-carbonitrile
  参考文献：
  名称：

  Pseudo-Five-Component Domino Strategy for the Combinatorial Library Synthesis of [1,6] Naphthyridines—An On-Water Approach

  摘要：

  This work features the base-promoted on-water synthesis of [1,6]-naphthyridines from methyl ketones, malononitrile and phenols or thiols. The reaction conditions were carefully tuned to drive the product selectivity from 3H-pyrroles to [1,6]-naphthyridines. The advantages of this method lie in its simplicity, cost effectiveness, and environmental friendliness, representing a new effort toward the on-water synthesis of [1,6]-naphthyridines without starting from a nitrogen-containing heterocycle and highlighting the versatility of the nitrile functional group.

  DOI：

  10.1021/co400162m

文献信息

• Pseudo-Five-Component Domino Strategy for the Combinatorial Library Synthesis of [1,6] Naphthyridines—An On-Water Approach
  作者：Paramita Das、Tandrima Chaudhuri、Chhanda Mukhopadhyay

  DOI：10.1021/co400162m

  日期：2014.11.10

  This work features the base-promoted on-water synthesis of [1,6]-naphthyridines from methyl ketones, malononitrile and phenols or thiols. The reaction conditions were carefully tuned to drive the product selectivity from 3H-pyrroles to [1,6]-naphthyridines. The advantages of this method lie in its simplicity, cost effectiveness, and environmental friendliness, representing a new effort toward the on-water synthesis of [1,6]-naphthyridines without starting from a nitrogen-containing heterocycle and highlighting the versatility of the nitrile functional group.