Pyrrolidine, 1-(phenoxyacetyl)- | 112283-41-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Pyrrolidine, 1-(phenoxyacetyl)-
• 英文别名: 2-phenoxy-1-pyrrolidin-1-ylethanone
• CAS: 112283-41-7
• 化学式: C₁₂H₁₅NO₂
• mdl: MFCD01033844
• 分子量: 205.257
• InChiKey: FYNNGWZCHCSIQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Pyrrolidine, 1-(phenoxyacetyl)- 在 2-氟吡啶 、 三氟甲磺酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 3-吡咯烷-1-基苯并(b)呋喃
  参考文献：
  名称：

  Mild and Efficient Tf2O-Mediated Synthesis of 3-Amino-1-benzofurans

  摘要：

  A mild and efficient procedure has been developed for the synthesis of 3-amino-1-benzofurans by intramolecular cyclization of the corresponding N,N-disubstituted phenoxyacetamides under the action of trifluoromethanesulfonic anhydride in the presence of 2-fluoropyridine in methylene chloride at room temperature. The proposed novel and efficient protocol has been successfully utilized to obtain a wide series of 3-amino-1-benzofurans with various substituents in the benzene ring and amino group.

  DOI：

  10.1134/s1070428019090173

文献信息

• Synthesis and vasodilatory activity of some amide derivatives of 6-(4-carboxymethyloxyphenyl)-4,5-dihydro-3(2H)-pyridazinone
  作者：Ranju Bansal、Dinesh Kumar、Rosalia Carron、Carmen de la Calle

  DOI：10.1016/j.ejmech.2009.06.006

  日期：2009.11

  vasodilatory activity of some amide derivatives of 6-(4-carboxymethyloxyphenyl)-4,5-dihydro-3(2H)-pyridazinone are reported. An effect of substitution at 2-position of pyridazinone ring on vasodilatory potential has also been explored. The most active compound 6-[4-(2-oxo-2-pyrrolidin-1-yl-ethoxy)phenyl]-2-(4-fluorophenyl)-4,5-dihydropyridazin-3(2H)-one (11) exhibited vasodilating activity in nanomolar

  报道了6-（4-羧甲基氧苯基）-4，5-二氢-3（2H）-哒嗪酮的一些酰胺衍生物的合成和血管舒张活性。还研究了哒嗪酮环的2-位取代对血管舒张电位的影响。活性最高的化合物6- [4-（2-氧代-2-吡咯烷-1-基-乙氧基）苯基] -2-（4-氟苯基）-4,5-二氢哒嗪-3（2 H）-一（11）在纳摩尔范围内（IC 50  = 0.051μM ）表现出血管舒张活性。
• Mild and Efficient Tf2O-Mediated Synthesis of 3-Amino-1-benzofurans
  作者：P. Anil、A. Chatterjee、S. Vijaya Laxmi

  DOI：10.1134/s1070428019090173

  日期：2019.9

  A mild and efficient procedure has been developed for the synthesis of 3-amino-1-benzofurans by intramolecular cyclization of the corresponding N,N-disubstituted phenoxyacetamides under the action of trifluoromethanesulfonic anhydride in the presence of 2-fluoropyridine in methylene chloride at room temperature. The proposed novel and efficient protocol has been successfully utilized to obtain a wide series of 3-amino-1-benzofurans with various substituents in the benzene ring and amino group.