N-(2,6-dimethylphenylmethyl)-1H-benzofuro[3,2-c]pyrazol-3-amine | 1094462-37-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: N-(2,6-dimethylphenylmethyl)-1H-benzofuro[3,2-c]pyrazol-3-amine
• 英文别名: N-[(2,6-dimethylphenyl)methyl]-1H-[1]benzofuro[3,2-c]pyrazol-3-amine
• CAS: 1094462-37-9
• 化学式: C₁₈H₁₇N₃O
• 分子量: 291.352
• InChiKey: KEHCOVVJLVLSRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  53.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-chloro-1H-benzofuro[3,2-c]pyrazole 、 2,6-二甲基苄胺 在 tris(dibenzylideneacetone)dipalladium (0) 、 lithium hexamethyldisilazane 、 2-二-叔丁膦基-2',4',6'-三异丙基联苯 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以62%的产率得到N-(2,6-dimethylphenylmethyl)-1H-benzofuro[3,2-c]pyrazol-3-amine
  参考文献：
  名称：

  An Efficient Intramolecular 1,3-Dipolar Cycloaddition Involving 2-(1,2-Dichlorovinyloxy)aryldiazomethanes: A One-Pot Synthesis of Benzofuropyrazoles from Salicylaldehydes

  摘要：

  A novel intramolecular 1,3-dipolar cycloaddition strategy for a rapid entry into benzofuropyrazoles is described. In it three-step sequence, (E)-2-(1,2-dichlorovinyloxy)aryldiazomethanes were generated in situ from the corresponding salicylaldehydes. Intramolecular cycloaddition followed by dehydrohalogenation garnered 3-chlorobenzofuropyrazoles in excellent yields. By careful choice of solvent, base, and reaction conditions, the entire sequence call be carried Out in a one-pot procedure.

  DOI：

  10.1021/jo802193z

文献信息

• An Efficient Intramolecular 1,3-Dipolar Cycloaddition Involving 2-(1,2-Dichlorovinyloxy)aryldiazomethanes: A One-Pot Synthesis of Benzofuropyrazoles from Salicylaldehydes
  作者：Zachary S. Sales、Neelakandha S. Mani

  DOI：10.1021/jo802193z

  日期：2009.1.16

  A novel intramolecular 1,3-dipolar cycloaddition strategy for a rapid entry into benzofuropyrazoles is described. In it three-step sequence, (E)-2-(1,2-dichlorovinyloxy)aryldiazomethanes were generated in situ from the corresponding salicylaldehydes. Intramolecular cycloaddition followed by dehydrohalogenation garnered 3-chlorobenzofuropyrazoles in excellent yields. By careful choice of solvent, base, and reaction conditions, the entire sequence call be carried Out in a one-pot procedure.