N-{[(2R)-1-ethylpyrrolidin-2-yl]methyl}benzamide

• 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-{[(2R)-1-ethylpyrrolidin-2-yl]methyl}benzamide
• 英文别名: N-[[(2R)-1-ethylpyrrolidin-2-yl]methyl]benzamide
• 化学式: C₁₄H₂₀N₂O
• 分子量: 232.326
• InChiKey: IOGYVIDPKHBUOO-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-((1-ethylpyrrolidin-2-yl)methyl)benzamide 在 三乙胺 作用下， 以 正己烷 、 异丙醇 为溶剂， 生成 N-((1-ethylpyrrolidin-2-yl)methyl)benzamide 、 N-{[(2R)-1-ethylpyrrolidin-2-yl]methyl}benzamide
  参考文献：
  名称：

  DEVELOPMENT OF AN EFFICIENT HPLC METHOD WITH PRE-COLUMN DERIVATIZATION FOR DETERMINATION OF ENANTIOMERIC PURITY OF 2-(AMINOMETHYL)-1-ETHYLPYRROLIDINE

  摘要：

  The development of a simple and efficient analytical method for determination of enantiomeric purity of 2-(aminomethyl)-1-ethylpyrrolidine was presented. The method was based on pre-column derivatization of 2-(aminomethyl)-1-ethylpyrrolidine with 4-nitrobenzoic acid completing separation of the enantiomers on high performance liquid chromatographic (HPLC) chiral stationary phase (CSP). After optimizing all the effective parameters, the best performances were achieved on a Chiralcel OD-H analytical column (250 x 4.6 mm) using n-hexane: ethanol (98: 2, v/v) containing 0.2% triethylamine as mobile phase with a flow rate of 1.0 mL min-1 at 25 degrees C. Online UV and optical rotation (OR) detection was performed at 254 nm. The parameters which have an effect on chiral separation were investigated, including mobile phase additive, organic modifier type and concentration, column temperature and flow rate. The method was tested for precision, accuracy, linearity, limit of detection (LOD), limit of quantification (LOQ) and robustness. The present method is expected to be accurate, stable, rapid and sensitive and can be used for the determination of the enantiomeric purity of 2-(aminomethyl)-1-ethylpyrrolidine in bulk samples.

  DOI：

  10.4067/s0717-97072015000100002

文献信息

• Practical povidone iodine catalyzed transamidation from primary amides and amines
  作者：Jian Wang、Jiangmeng Ren、Yun-Peng Zhu、Xue-Qin Sun、Peng-Fei Hu、Xin Mu、Bu-Bing Zeng

  DOI：10.1016/j.tetlet.2022.154312

  日期：2023.2

  Non-harmful Povidone iodine (PVP-I) was applied in the transamidation to gain N-substituted amides from various primary amides and amines. Diverse aromatic, heterocyclic and aliphatic primary amides/amines were applied in our developed method and more than 45 N-substituted amides were obtained with excellent yields in most cases. Several drugs such as Melatonin and Efaproxiral were successfully acquired

  将无害的聚维酮碘 (PVP-I) 应用于转酰胺基反应，以从各种伯酰胺和胺中获得N-取代的酰胺。在我们开发的方法中应用了多种芳香族、杂环族和脂肪族伯酰胺/胺，在大多数情况下以优异的收率获得了超过 45 种 N-取代的酰胺。成功获得了褪黑激素和依法普西拉等几种药物，其性能优于先前报道的结果。