2-[4-(3-Cyanopyridin-2-yl)-3-phenylpiperazin-1-yl]pyridine-3-carbonitrile | 1174064-76-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-[4-(3-Cyanopyridin-2-yl)-3-phenylpiperazin-1-yl]pyridine-3-carbonitrile
• 英文别名: 2-[4-(3-cyanopyridin-2-yl)-3-phenylpiperazin-1-yl]pyridine-3-carbonitrile
• CAS: 1174064-76-6
• 化学式: C₂₂H₁₈N₆
• 分子量: 366.425
• InChiKey: ROESZYYEBXAAAP-UHFFFAOYSA-N

物化性质

• 熔点：
  154 °C
• 沸点：
  631.2±55.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  79.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氯-3-氰基吡啶 、 1-甲基-3-苯基哌嗪盐酸盐 在 N-甲基吡咯烷酮 、 potassium fluoride 作用下， 反应 0.25h， 以64%的产率得到1-(3-氰基吡啶-2)-2-苯基-4-甲基哌嗪
  参考文献：
  名称：

  Microwave-induced by-products in the synthesis of 2-(4-methyl-2-phenylpiperazinyl)pyridine-3-carbonitrile

  摘要：

  The Letter describes the investigation of an industrial reaction of N-methylphenylpiperazine and chloro nicotinonitrile, under microwave heating. Besides the formation of the expected 2-(4-methyl-2-phenylpiperazinyl)pyridine-3-carbonitrile (4), extension of the scale leads to unexpected by-products. A specific pathway due to the formation of a reactive 'ionic alkylating intermediate' formed in situ under microwave conditions is proposed to explain the results observed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.068

文献信息

• Microwave-induced by-products in the synthesis of 2-(4-methyl-2-phenylpiperazinyl)pyridine-3-carbonitrile
  作者：Christelle Lamazzi、Armelle Dreau、Christel Bufferne、Christine Flouzat、Patrick Carlier、Rob ter Halle、Thierry Besson

  DOI：10.1016/j.tetlet.2009.05.068

  日期：2009.8

  The Letter describes the investigation of an industrial reaction of N-methylphenylpiperazine and chloro nicotinonitrile, under microwave heating. Besides the formation of the expected 2-(4-methyl-2-phenylpiperazinyl)pyridine-3-carbonitrile (4), extension of the scale leads to unexpected by-products. A specific pathway due to the formation of a reactive 'ionic alkylating intermediate' formed in situ under microwave conditions is proposed to explain the results observed. (C) 2009 Elsevier Ltd. All rights reserved.