2-morpholino-1-(pyridin-4-yl)propan-1-one | 24060-87-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-morpholino-1-(pyridin-4-yl)propan-1-one
• 英文别名: 2-morpholin-4-yl-1-pyridin-4-yl-propan-1-one；4-(α-N-Morpholinopropionyl)-pyridin；4-(α-Morpholino-propionyl)-pyridin；2-Morpholin-4-yl-1-pyridin-4-ylpropan-1-one
• CAS: 24060-87-5
• 化学式: C₁₂H₁₆N₂O₂
• 分子量: 220.271
• InChiKey: UGGUEMABAGCYSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  吗啉 、 4-丙酰吡啶 在 copper(ll) bromide 作用下， 以 二甲基亚砜 为溶剂， 反应 12.17h， 以82%的产率得到2-morpholino-1-(pyridin-4-yl)propan-1-one
  参考文献：
  名称：

  Simple Catalytic Mechanism for the Direct Coupling of α-Carbonyls with Functionalized Amines: A One-Step Synthesis of Plavix

  摘要：

  The direct alpha-amination of ketones, esters, and aldehydes has been accomplished via copper catalysis. In the presence of catalytic copper(II) bromide, a diverse range of carbonyl and amine substrates undergo fragment coupling to produce synthetically useful alpha-amino-substituted motifs. The transformation is proposed to proceed via a catalytically generated alpha-bromo carbonyl species; nucleophilic displacement of the bromide by the amine then delivers the alpha-amino carbonyl adduct while the catalyst is reconstituted. The practical value of this transformation is highlighted through one-step syntheses of two high-profile pharmaceutical agents, Plavix and amfepramone.

  DOI：

  10.1021/ja4096472

文献信息

• A two-step continuous synthesis of α-ketoamides and α-amino ketones from 2° benzylic alcohols using hydrogen peroxide as an economic and benign oxidant
  作者：Chengkou Liu、Zheng Fang、Zhao Yang、Qingwen Li、Shiyu Guo、Kai Guo

  DOI：10.1039/c5ra27653e

  日期：——

  A practical two-step synthesis of α-ketoamides and α-amino ketones via direct oxidative coupling between 2° benzylic alcohols and amines was developed. Hydrogen peroxide, an economic and environmentally friendly oxidant, was used, and a metal catalyst was unnecessary. Moreover, the continuous-flow technique was employed to increase the functional group tolerance, efficiency and safety.

  开发了一种实用的两步合成法，即通过2°苄醇与胺之间的直接氧化偶合来合成α-酮酰胺和α-氨基酮。使用了经济和环境友好的氧化剂过氧化氢，并且不需要金属催化剂。而且，采用连续流技术来增加官能团的耐受性，效率和安全性。