N-[2-bromo-5-(trifluoromethyl)phenyl]-2,2,2-trifluoroacetamide | 1242140-70-0

• 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-[2-bromo-5-(trifluoromethyl)phenyl]-2,2,2-trifluoroacetamide
• 英文别名: N-[2-Bromo-5-(trifluoromethyl)phenyl]-2,2,2-trifluoroacetamide
• CAS: 1242140-70-0
• 化学式: C₉H₄BrF₆NO
• 分子量: 336.031
• InChiKey: BRHDRSIHTKLALT-UHFFFAOYSA-N

物化性质

• 沸点：
  294.1±40.0 °C(Predicted)
• 密度：
  1.781±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  氰乙酸正丁酯 、 N-[2-bromo-5-(trifluoromethyl)phenyl]-2,2,2-trifluoroacetamide 在 potassium carbonate 、 L-脯氨酸 、 copper(l) iodide 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 9.25h， 以79%的产率得到butyl 2-amino-6-(trifluoromethyl)-1H-indole-3-carboxylate
  参考文献：
  名称：

  A Simple Copper-Catalyzed Cascade Synthesis of 2-Amino-1H-indole-3-carboxylate Derivatives

  摘要：

  AbstractWe have developed a simple and efficient copper‐catalyzed method for the synthesis of 2‐amino‐1H‐indole‐3‐carboxylate derivatives via cascade reactions of substituted N‐(2‐halophenyl)‐2,2,2‐trifluoroacetamide with alkyl 2‐cyanoacetate or malononitrile under mild conditions, and the method is of wide practical application.

  DOI：

  10.1002/adsc.200900887

文献信息

• INDOLE DERIVATIVE OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF
  申请人：Kondo Tatsuhiro

  公开号：US20120122931A1

  公开（公告）日：2012-05-17

  A compound represented by the general formula (I) of the present invention, which has an EP 1 receptor antagonism: [wherein A represents a benzene ring or the like; Y represents a C 1-6 alkylene group or the like; R N represents a hydrogen atom or a C 1-6 alkyl group; R 1 represents a hydrogen atom, a C 1-6 alkyl group or the like; R 2 represents a phenyl group which may have a substituent, a 5-membered aromatic heterocyclic group which may have a substituent, a 6-membered aromatic heterocyclic group which may have a substituent or the like; R 3 represents a halogen atom, a C 1-6 alkoxy group or the like; R 4 represents a hydrogen atom or the like; and R 5 represents a hydrogen atom or the like] or a pharmaceutically acceptable salt thereof is provided. Furthermore, the compound (I) of the present invention can be used as an agent for treating or preventing LUTS, in particular, various symptoms of OABs.

  本发明的一种以通式(I)表示的化合物，具有EP1受体拮抗作用：[其中A代表苯环或类似物；Y代表C1-6烷基链或类似物；RN代表氢原子或C1-6烷基链；R1代表氢原子、C1-6烷基链或类似物；R2代表苯基，可能有取代基；可能有取代基的5元芳香杂环基，可能有取代基的6元芳香杂环基或类似物；R3代表卤原子、C1-6烷氧基或类似物；R4代表氢原子或类似物；R5代表氢原子或类似物]或其药学上可接受的盐。此外，本发明的化合物(I)可用作治疗或预防下尿路症状，特别是OAB的各种症状的药剂。
• Synthesis of Tetrahydropyrrolo[1,2-a]quinoxalines and Tetrahydro­pyrido[1,2-a]quinoxalines via a One-Pot CuI-Catalyzed Aryl Amination-Hydrolysis-Condensation Process
  作者：Dawei Ma、Lanting Xu、Yongwen Jiang

  DOI：10.1055/s-0030-1258030

  日期：2010.9

  CuI-catalyzed coupling of 2-halotrifluoroacetanilides with L-proline or pipecolinic acid in DMSO at 90―110 °C followed by in situ hydrolysis at 100 °C afforded tetrahydropyrrolo[1,2-a]quinoxalines or tetrahydropyrido[1,2-a]quinoxalines.

  CuI 催化 2-卤代三氟乙酰苯胺与 L-脯氨酸或哌可啉酸在 DMSO 中在 90-110 °C 下偶联，然后在 100 °C 下原位水解，得到四氢吡咯并[1,2-a]喹喔啉或四氢吡啶并[1,2-a] ]喹喔啉。
• A Simple Copper-Catalyzed Cascade Synthesis of 2-Amino-1H-indole-3-carboxylate Derivatives
  作者：Xiaobo Yang、Hua Fu、Renzhong Qiao、Yuyang Jiang、Yufen Zhao

  DOI：10.1002/adsc.200900887

  日期：——

  AbstractWe have developed a simple and efficient copper‐catalyzed method for the synthesis of 2‐amino‐1H‐indole‐3‐carboxylate derivatives via cascade reactions of substituted N‐(2‐halophenyl)‐2,2,2‐trifluoroacetamide with alkyl 2‐cyanoacetate or malononitrile under mild conditions, and the method is of wide practical application.