1,3-di-(4-methoxybenzyl)-6-(p-tolyl)uracil | 1309609-03-7

• 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: 1,3-di-(4-methoxybenzyl)-6-(p-tolyl)uracil
• 英文别名: 1,3-bis(4-methoxybenzyl)-6-p-tolylpyrimidine-2,4(1H,3H)-dione；1,3-Bis[(4-methoxyphenyl)methyl]-6-(4-methylphenyl)pyrimidine-2,4-dione
• CAS: 1309609-03-7
• 化学式: C₂₇H₂₆N₂O₄
• 分子量: 442.514
• InChiKey: CDLZFSQHNGOISW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-碘甲苯 、 1,3-bis(4-methoxybenzyl)uracil 在 copper(I) bromide 、 lithium tert-butoxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以43%的产率得到1,3-di-(4-methoxybenzyl)-6-(p-tolyl)uracil
  参考文献：
  名称：

  Regioselective arylation of uracil and 4-pyridone derivatives via copper(I) bromide mediated C–H bond activation

  摘要：

  A facile and effective synthesis of 6-aryluracil derivatives was accomplished by the direct C H bond activation for arylation. A series of 6-aryl-1,3-dimethyluracils were synthesized from the reaction of 1,3-dimethyluracil with various phenyl iodides in DMF, in the presence of copper(I) bromide as the catalyst and lithium tert-butoxide as the base. This methodology is applicable to a variety of 5-substituted uracils as well as 4-pyridone to provide direct accesses to versatile uracil and 4-pyridone derivatives. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.11.001

文献信息

• PYRIMIDINONE DERIVATIVE HAVING AUTOTAXIN-INHIBITORY ACTIVITY
  申请人：The University of Tokyo

  公开号：US20170158704A1

  公开（公告）日：2017-06-08

  A compound according to any one of formula (Ia) to (Ic), or its pharmaceutically acceptable salt: wherein R 1 , R 2 , R 3 , R 4a , R 4c , R 5 are as defined in the description.

  根据公式（Ia）至（Ic）中的任一化合物或其药学上可接受的盐： 其中R1、R2、R3、R4a、R4c、R5如描述中所定义。
• Regioselective Direct C–H Arylations of Protected Uracils. Synthesis of 5- and 6-Aryluracil Bases
  作者：Miroslava Čerňová、Igor Čerňa、Radek Pohl、Michal Hocek

  DOI：10.1021/jo2006494

  日期：2011.7.1

  A new regioselective synthesis of 5- and 6-aryluracil bases based on direct C–H arylations of diverse 1,3-protected uracils has been developed. Benzyl-protected uracils were selected as the most practical in terms of stability during the arylation and facile cleavage of the benzyl groups. Pd-catalyzed C–H arylations in the absence of CuI gave preferentially 5-aryl-, whereas the reactions in the presence

  基于多种1,3保护的尿嘧啶的直接C–H芳基化反应，已开发了一种5和6芳基尿嘧啶碱基的区域选择性合成新方法。就苄基的芳基化和容易裂解过程中的稳定性而言，选择苄基保护的尿嘧啶是最实用的。在没有CuI的情况下，Pd催化的CH芳基化反应优先生成5-芳基-，而在存在CuI的情况下，反应则生成6-芳基-1,3-二苄基尿嘧啶。通过在Pd / C上转移氢解或通过用BBr 3处理而进行的最终脱保护，以良好的收率得到了所需的游离芳基化的尿嘧啶碱。
• Pyrimidinone derivative having autotaxin-inhibitory activity
  申请人：The University of Tokyo

  公开号：US10183949B2

  公开（公告）日：2019-01-22

  A compound according to any one of formula (Ia) to (Ic), or its pharmaceutically acceptable salt: wherein R1, R2, R3, R4a, R4c, R5 are as defined in the description.

  根据式 (Ia) 至 (Ic) 任一项的化合物或其药学上可接受的盐： 其中 R1、R2、R3、R4a、R4c、R5 如描述中所定义。
• Regioselective arylation of uracil and 4-pyridone derivatives via copper(I) bromide mediated C–H bond activation
  作者：Chien Cheng、Yu-Chiao Shih、Hui-Ting Chen、Tun-Cheng Chien

  DOI：10.1016/j.tet.2012.11.001

  日期：2013.1

  A facile and effective synthesis of 6-aryluracil derivatives was accomplished by the direct C H bond activation for arylation. A series of 6-aryl-1,3-dimethyluracils were synthesized from the reaction of 1,3-dimethyluracil with various phenyl iodides in DMF, in the presence of copper(I) bromide as the catalyst and lithium tert-butoxide as the base. This methodology is applicable to a variety of 5-substituted uracils as well as 4-pyridone to provide direct accesses to versatile uracil and 4-pyridone derivatives. (C) 2012 Elsevier Ltd. All rights reserved.