1-Benzyl-6-but-3-ynylaminomethyl-5-chloro-3-methoxy-1H-pyrazin-2-one | 180893-66-7

• 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-Benzyl-6-but-3-ynylaminomethyl-5-chloro-3-methoxy-1H-pyrazin-2-one
• CAS: 180893-66-7
• 化学式: C₁₇H₁₈ClN₃O₂
• 分子量: 331.802
• InChiKey: MYJXLJVRWLDNRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  56.15
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  丙酰氯 、 1-Benzyl-6-but-3-ynylaminomethyl-5-chloro-3-methoxy-1H-pyrazin-2-one 以 四氢呋喃 为溶剂， 反应 1.0h， 以83%的产率得到
  参考文献：
  名称：

  Synthesis of new pyrrolo[3,4-b]- and [3,4-c]pyridin(on)es and related 1,7-naphthyridinones and 2,7-naphthyridines via intramolecular Diels-Alder reactions of 2(1H)-pyrazinones

  摘要：

  2(1H)-pyrazinones 7, 10 or 12 with in 6-position a 2-propynylaminomethyl or 3-butynylaminomethyl side chain undergo intramolecular Diels-Alder reactions providing cycloadducts which can he isolated or functionalised in some cases. By further thermolysis of these compounds either pyrrolo-[3,4-b]pyridinones 15/16 and/or pyrrolo[3,4-c]pyridines 17/18 or 1.7-naphthyridinones 25 and/or 2,7-naphthyridines 26 can be generated. Loss of either cyanide or isocyanate from the respective adducts is shown to be dependent on their substitution pattern. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4020(96)00467-x
• 作为产物：
  描述：

  1-benzyl-3,5-dichloro-6-methylpyrazin-2(1H)-one 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 3.0h， 生成 1-Benzyl-6-but-3-ynylaminomethyl-5-chloro-3-methoxy-1H-pyrazin-2-one
  参考文献：
  名称：

  Synthesis of new pyrrolo[3,4-b]- and [3,4-c]pyridin(on)es and related 1,7-naphthyridinones and 2,7-naphthyridines via intramolecular Diels-Alder reactions of 2(1H)-pyrazinones

  摘要：

  2(1H)-pyrazinones 7, 10 or 12 with in 6-position a 2-propynylaminomethyl or 3-butynylaminomethyl side chain undergo intramolecular Diels-Alder reactions providing cycloadducts which can he isolated or functionalised in some cases. By further thermolysis of these compounds either pyrrolo-[3,4-b]pyridinones 15/16 and/or pyrrolo[3,4-c]pyridines 17/18 or 1.7-naphthyridinones 25 and/or 2,7-naphthyridines 26 can be generated. Loss of either cyanide or isocyanate from the respective adducts is shown to be dependent on their substitution pattern. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4020(96)00467-x

文献信息

• Synthesis of new pyrrolo[3,4-b]- and [3,4-c]pyridin(on)es and related 1,7-naphthyridinones and 2,7-naphthyridines via intramolecular Diels-Alder reactions of 2(1H)-pyrazinones
  作者：Kris J. Buysens、Didier M. Vandenberghe、Georges J. Hoornaert

  DOI：10.1016/0040-4020(96)00467-x

  日期：1996.7

  2(1H)-pyrazinones 7, 10 or 12 with in 6-position a 2-propynylaminomethyl or 3-butynylaminomethyl side chain undergo intramolecular Diels-Alder reactions providing cycloadducts which can he isolated or functionalised in some cases. By further thermolysis of these compounds either pyrrolo-[3,4-b]pyridinones 15/16 and/or pyrrolo[3,4-c]pyridines 17/18 or 1.7-naphthyridinones 25 and/or 2,7-naphthyridines 26 can be generated. Loss of either cyanide or isocyanate from the respective adducts is shown to be dependent on their substitution pattern. Copyright (C) 1996 Elsevier Science Ltd