1-(4-methoxybenzyl)-5-chloro-3-methylpyrazin-2-(1H)-one | 867339-45-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-methoxybenzyl)-5-chloro-3-methylpyrazin-2-(1H)-one
• 英文别名: 5-chloro-1-(4-methoxybenzyl)-3-methyl-2(1H)-pyrazinone；5-Chloro-1-[(4-methoxyphenyl)methyl]-3-methylpyrazin-2-one；5-chloro-1-[(4-methoxyphenyl)methyl]-3-methylpyrazin-2-one
• CAS: 867339-45-5
• 化学式: C₁₃H₁₃ClN₂O₂
• 分子量: 264.711
• InChiKey: ADXSZDADOMCGFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-methoxybenzyl)-5-chloro-3-methylpyrazin-2-(1H)-one 在 air moisture 作用下， 以 甲苯 为溶剂， 145.0 ℃ 、3.55 MPa 条件下， 反应 20.0h， 生成 5-(4-methoxybenzyl)-1-methyl-2,5-diazabicyclo[2.2.2]octane-3,6-dione
  参考文献：
  名称：

  Structure based design of simplified analogues of insect kinins

  摘要：

  Based on a receptor interaction model, simplified analogues of insect kinins were prepared. The compounds were templated on a conformationally restricted amino piperidinone carboxylate scaffold. The conformation of the analogues was studied by NMR and the biological activity of the compounds was tested in a bio-assay. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.085
• 作为产物：
  描述：

  2-[N-(4-methoxybenzyl)amino]acetonitrile hydrochloride 以 甲苯 为溶剂， 生成 1-(4-methoxybenzyl)-5-chloro-3-methylpyrazin-2-(1H)-one
  参考文献：
  名称：

  Structure based design of simplified analogues of insect kinins

  摘要：

  Based on a receptor interaction model, simplified analogues of insect kinins were prepared. The compounds were templated on a conformationally restricted amino piperidinone carboxylate scaffold. The conformation of the analogues was studied by NMR and the biological activity of the compounds was tested in a bio-assay. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.085

文献信息

• A Novel and Versatile Entry to Asymmetrically Substituted Pyrazines
  作者：Vaibhav Pravinchandra Mehta、Anuj Sharma、Kristof Van Hecke、Luc Van Meervelt、Erik Van der Eycken

  DOI：10.1021/jo702656v

  日期：2008.3.1

  A novel and convenient procedure for the synthesis of asymmetrically tri- and tetrasubstituted pyrazines starting from para-methoxybenzyl-protected 3,5-dichloro-2(1H)-pyrazinones was elaborated. The key step is the conversion of the intermediate para-methoxybenzyl-protected thiopyrazinone upon treatment with MeI/I-2, into a pyrazine, rendering the chlorine in the C5-position susceptible to substitution. This approach entails the orthogonal introduction of the four substituents of the pyrazine scaffold. The application of microwave irradiation during different steps of the sequence has been shown to be highly valuable for speeding up reactions.
• Structure based design of simplified analogues of insect kinins
  作者：Laila Kamoune、Wim M. De Borggraeve、Bie M.P. Verbist、Jozef Vanden Broeck、Geoffrey M. Coast、Frans Compernolle、Georges Hoornaert

  DOI：10.1016/j.tet.2005.07.085

  日期：2005.10

  Based on a receptor interaction model, simplified analogues of insect kinins were prepared. The compounds were templated on a conformationally restricted amino piperidinone carboxylate scaffold. The conformation of the analogues was studied by NMR and the biological activity of the compounds was tested in a bio-assay. (c) 2005 Elsevier Ltd. All rights reserved.