6-chloro-9-phenethyl-7H-purin-8(9H)-one | 1237764-71-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 6-chloro-9-phenethyl-7H-purin-8(9H)-one
• 英文别名: 6-chloro-9-(2-phenylethyl)-7H-purin-8-one
• CAS: 1237764-71-4
• 化学式: C₁₃H₁₁ClN₄O
• 分子量: 274.71
• InChiKey: XDIQXAPHXWYQTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  58.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-chloro-9-phenethyl-7H-purin-8(9H)-one 、 苯胺 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 0.67h， 以66%的产率得到9-phenethyl-6-(phenylamino)-7H-purin-8(9H)-one
  参考文献：
  名称：

  An efficient synthesis of 6,9-disubstituted purin-8-ones via copper-catalyzed coupling/cyclization

  摘要：

  An efficient and novel synthesis of 6,9-disubstituted purin-8-ones has been developed. Starting from dichloropyrimidin-5-ylcarbamate, CuCl/amino acid catalyzed coupling/cyclization reaction with amines was achieved to afford 9-substituted 6-chloropurin-8-ones. Then a microwave-assisted amination procedure was carried out for the synthesis of 6,9-disubstituted purin-8-ones in moderate to good yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.04.106
• 作为产物：
  描述：

  methyl (4,6-dichloropyrimidin-5-yl) carbamate 、 2-苯乙胺 在 potassium carbonate 、 copper(l) chloride 、 L-羟基脯氨酸 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以77%的产率得到6-chloro-9-phenethyl-7H-purin-8(9H)-one
  参考文献：
  名称：

  An efficient synthesis of 6,9-disubstituted purin-8-ones via copper-catalyzed coupling/cyclization

  摘要：

  An efficient and novel synthesis of 6,9-disubstituted purin-8-ones has been developed. Starting from dichloropyrimidin-5-ylcarbamate, CuCl/amino acid catalyzed coupling/cyclization reaction with amines was achieved to afford 9-substituted 6-chloropurin-8-ones. Then a microwave-assisted amination procedure was carried out for the synthesis of 6,9-disubstituted purin-8-ones in moderate to good yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.04.106

文献信息

• An efficient synthesis of 6,9-disubstituted purin-8-ones via copper-catalyzed coupling/cyclization
  作者：Qi-Fei Zhong、Li-Ping Sun

  DOI：10.1016/j.tet.2010.04.106

  日期：2010.7

  An efficient and novel synthesis of 6,9-disubstituted purin-8-ones has been developed. Starting from dichloropyrimidin-5-ylcarbamate, CuCl/amino acid catalyzed coupling/cyclization reaction with amines was achieved to afford 9-substituted 6-chloropurin-8-ones. Then a microwave-assisted amination procedure was carried out for the synthesis of 6,9-disubstituted purin-8-ones in moderate to good yields. (C) 2010 Elsevier Ltd. All rights reserved.