N-phenylethyl-N-(2-propynyl)-2-chloroacetamide | 1041425-06-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-phenylethyl-N-(2-propynyl)-2-chloroacetamide
• 英文别名: 2-chloro-N-(2-phenylethyl)-N-prop-2-ynylacetamide
• CAS: 1041425-06-2
• 化学式: C₁₃H₁₄ClNO
• 分子量: 235.713
• InChiKey: UUUXKYRELYHNDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-phenylethyl-N-(2-propynyl)-2-chloroacetamide 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 一水合肼 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 5.0h， 生成 2-(4-Fluorophenyl)-5-(2-phenylethyl)-4,7-dihydropyrazolo[1,5-a]pyrazin-6-one
  参考文献：
  名称：

  An expeditious and atom-economic synthesis of lead-like, medicinally important 4,5-dihydropyrazolo[1,5-a]pyrazin-6-ones

  摘要：

  We have developed an expeditious and atom-economic synthesis of lead-like, privileged 4,5-dihydropyrazolo[1,5-a]pyrazin-6-ones, which is based on Sonogashira coupling and a two-step condensation with hydrazine hydrate leading to two ring-forming events, with full control over the two elements of diversity present. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2014.06.104
• 作为产物：
  描述：

  2-phenyl-N-prop-2-ynylethanimine 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 N-phenylethyl-N-(2-propynyl)-2-chloroacetamide
  参考文献：
  名称：

  An expeditious and atom-economic synthesis of lead-like, medicinally important 4,5-dihydropyrazolo[1,5-a]pyrazin-6-ones

  摘要：

  We have developed an expeditious and atom-economic synthesis of lead-like, privileged 4,5-dihydropyrazolo[1,5-a]pyrazin-6-ones, which is based on Sonogashira coupling and a two-step condensation with hydrazine hydrate leading to two ring-forming events, with full control over the two elements of diversity present. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2014.06.104

文献信息

• Facile Entry to 4,5,6,7-Tetrahydro[1,2,3]triazolo[1,5-a]pyrazin-6-ones from Amines and Amino Acids
  作者：V. Sai Sudhir、R. B. Nasir Baig、Srinivasan Chandrasekaran

  DOI：10.1002/ejoc.200800036

  日期：2008.5

  A practical and high-yielding regioselective synthesis ofseveral enantiopure 4,5,6,7-tetrahydro[1,2,3]triazolo[1,5-a]pyrazin-6-ones is described starting from primary amines and α-amino acid derivatives in a three-step reaction sequence by employing a constrained intramolecular “click” reaction as the key step. The method obviates chromatographic purification of products.(© Wiley-VCH Verlag GmbH &

  从伯胺和α-氨基酸开始，描述了几种对映体纯的4,5,6,7-四氢[1,2,3]三唑并[1,5-a]吡嗪-6-酮的实用且高产的区域选择性合成通过采用受限的分子内“点击”反应作为关键步骤，在三步反应序列中生成衍生物。该方法避免了产品的色谱纯化。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008）
• An expeditious and atom-economic synthesis of lead-like, medicinally important 4,5-dihydropyrazolo[1,5-a]pyrazin-6-ones
  作者：Prashant Mujumdar、Alexander Sapegin、Mikhail Dorogov、Mikhail Krasavin

  DOI：10.1016/j.tetlet.2014.06.104

  日期：2014.10

  We have developed an expeditious and atom-economic synthesis of lead-like, privileged 4,5-dihydropyrazolo[1,5-a]pyrazin-6-ones, which is based on Sonogashira coupling and a two-step condensation with hydrazine hydrate leading to two ring-forming events, with full control over the two elements of diversity present. (C) 2014 Published by Elsevier Ltd.