5-methyl-3-(4-chlorophenyl)-7,8-dihydro-6Н-cyclopenta[e]pyrazolo[1,5-a]pyrimidine | 866018-11-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-methyl-3-(4-chlorophenyl)-7,8-dihydro-6Н-cyclopenta[e]pyrazolo[1,5-a]pyrimidine
• 英文别名: 3-(4-chlorophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[e]pyrazolo[1,5-a]pyrimidine；10-(4-chlorophenyl)-7-methyl-1,8,12-triazatricyclo[7.3.0.02,6]dodeca-2(6),7,9,11-tetraene
• CAS: 866018-11-3
• 化学式: C₁₆H₁₄ClN₃
• 分子量: 283.76
• InChiKey: LEFMWIRVZAQPMC-UHFFFAOYSA-N

物化性质

• 熔点：
  192-193 °C(Solv: acetonitrile (75-05-8))
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-乙酰基环戊酮 、 4-(4-氯苯基)-1H-吡唑-5-胺 在 三氟乙酸 作用下， 以 乙醇 为溶剂， 反应 15.0h， 以90%的产率得到5-methyl-3-(4-chlorophenyl)-7,8-dihydro-6Н-cyclopenta[e]pyrazolo[1,5-a]pyrimidine
  参考文献：
  名称：

  α-Amino azoles in the synthesis of heterocycles: VI. Synthesis and structure of cycloalkane-annulated pyrazolo[1,5-a]pyrimidines

  摘要：

  Reactions of 4-aryl-1H-pyrazol-5(3)-amines with 2-acylcycloakanones and 2-acyl-5,5-dimethylcyclohexane-1,3-diones led to the formation of regioisomeric 6,7,8,9-tetrahydropyrazolo[1,5-a]quinazoline, 5,6,7,8-tetrahydropyrazolo[5,1-b]quinazoline, and 7,8-dihydro-6H-cyclopenta[e]pyrazolo[1,5-a]pyrimidine derivatives. The product structure was determined by X-ray analysis and H-1 and C-13 NMR spectroscopy.

  DOI：

  10.1134/s1070428009090139

文献信息

• Study of regioselectivity of reactions between 3(5)-aminopyrazoles and 2-acetylcycloalkanones
  作者：A. A. Petrov、A. N. Kasatochkin、E. E. Emelina

  DOI：10.1134/s1070428012080131

  日期：2012.8

  Regioselectivity was examined of reactions between nine 3(5)-aminopyrazoles and 2-acetylcyclopentanone and 2-acetylcyclohexanone under various conditions. A series of cyclopenta[e]pyrazolo-[1,5-a]pyrimidines was obtained. The highest regioselectivity of the reaction was observed in alcohol at 20A degrees C in the presence of a catalytic quantity of trifl uoroacetic acid. The regiostructure of compounds was established by H-1 and C-13 NMR spectroscopy.