3-Amino-5-(4-chloro-phenyl)-furan-2-carboxylic acid ethyl ester | 909301-47-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 3-Amino-5-(4-chloro-phenyl)-furan-2-carboxylic acid ethyl ester
• CAS: 909301-47-9
• 化学式: C₁₃H₁₂ClNO₃
• 分子量: 265.696
• InChiKey: AWPVZWHRVFOXAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  65.46
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-Amino-5-(4-chloro-phenyl)-furan-2-carboxylic acid ethyl ester 以 乙醇 为溶剂， 反应 30.0h， 生成 6-(4-Chlorophenyl)-3-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]furo[3,2-d]pyrimidin-4-one
  参考文献：
  名称：

  The discovery and optimization of pyrimidinone-containing MCH R1 antagonists

  摘要：

  Optimization of a series of constrained melanin-concentrating hormone receptor 1 (MCH RI) antagonists has provided compounds with potent and selective MCH R1 activity. Details of the optimization process are provided and the use of one of the compounds in an animal model of diet-induced obesity is presented. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.008
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以85%的产率得到3-Amino-5-(4-chloro-phenyl)-furan-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  The discovery and optimization of pyrimidinone-containing MCH R1 antagonists

  摘要：

  Optimization of a series of constrained melanin-concentrating hormone receptor 1 (MCH RI) antagonists has provided compounds with potent and selective MCH R1 activity. Details of the optimization process are provided and the use of one of the compounds in an animal model of diet-induced obesity is presented. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.008

文献信息

• Access to 5‐Substituted 3‐Aminofuran/Thiophene‐2‐Carboxylates from Bifunctional Alkynenitriles
  作者：Chandresh Kumari、Avijit Goswami

  DOI：10.1002/adsc.202200305

  日期：2022.7.5

  AbstractAn atom‐economical approach for the synthesis of 3‐aminofurans/thiophenes via a conjugate addition of alcohols and thiols with electron withdrawing groups (EWGs) at α positions on alkynenitriles followed by a modified Thorpe‐Ziegler cyclization have been reported. This operationally simple protocol offers a rapid access to a library of 3‐aminofurans/thiophenes in moderate to good yields.magnified image