(2,6-diphenylpyrimidin-4-yl)acetonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (2,6-diphenylpyrimidin-4-yl)acetonitrile
• 英文别名: 2-(2,6-Diphenylpyrimidin-4-yl)acetonitrile
• 化学式: C₁₈H₁₃N₃
• 分子量: 271.321
• InChiKey: MSGCECLNPMCHSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  49.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苄脒盐酸盐 、 4-piperidino-3-cyano-2H-pyran-2-one 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以85%的产率得到(2,6-diphenylpyrimidin-4-yl)acetonitrile
  参考文献：
  名称：

  Guanidine and amidine mediated synthesis of bridgehead triazaphenalenes, pyrimidines and pyridines through domino reactions

  摘要：

  An efficient and concise synthesis of 8-amino-2,5-diaryl-1,9,9b-triazaphenalene-4-carboiiitriles has been delineated through two successive base catalyzed heteroaromatic annulations of 6-aryl-4-(piperidin-1-yl)-2H-pyran-2-one-3-cai-bonitriles by Quanidine hydrochloride in moderate yield. This reaction was further explored through the ring transformation of 4 with amidines and 11 to afford (2 6-dia ryl pyri mid i n-4-yl)acetonitriles and 6-aryl-4-(piperidine-1-yl)nicotinonitriles in excellent yields. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.073

文献信息

• An efficient synthesis of (E)-(2-arylpyrazino[1,2-a]pyrimidine-4-ylidene)acetonitriles and cyanomethyl appended pyrimidines
  作者：Ramendra Pratap、Shom Prakash Kushwaha、Atul Goel、Vishnu Ji Ram

  DOI：10.1016/j.tetlet.2006.11.136

  日期：2007.1

  A series of (E)-(2-arylpyrazino[1,2-a]pyrimidine-4-ylidene)acetonitriles 5a-j and aryl/heteroaryl tethered pyrimidin-4-yl acetonitriles 6a-e has been synthesized in excellent yields through base catalyzed ring transformation of suitably functionalized 2H-pyran-2-ones 3 using 2-aminopyrazine 4a and arylamidinium salts 4b, separately. (c) 2006 Elsevier Ltd. All rights reserved.
• Guanidine and amidine mediated synthesis of bridgehead triazaphenalenes, pyrimidines and pyridines through domino reactions
  作者：Ramendra Pratap、Abhijeet Deb Roy、Shom Prakash Kushwaha、Atul Goel、Raja Roy、Vishnu Ji Ram

  DOI：10.1016/j.tetlet.2007.06.073

  日期：2007.8

  An efficient and concise synthesis of 8-amino-2,5-diaryl-1,9,9b-triazaphenalene-4-carboiiitriles has been delineated through two successive base catalyzed heteroaromatic annulations of 6-aryl-4-(piperidin-1-yl)-2H-pyran-2-one-3-cai-bonitriles by Quanidine hydrochloride in moderate yield. This reaction was further explored through the ring transformation of 4 with amidines and 11 to afford (2 6-dia ryl pyri mid i n-4-yl)acetonitriles and 6-aryl-4-(piperidine-1-yl)nicotinonitriles in excellent yields. (c) 2007 Elsevier Ltd. All rights reserved.