2-methyl-6-(trifluoromethyl)quinazolin-4(3H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-methyl-6-(trifluoromethyl)quinazolin-4(3H)-one
• 英文别名: 2-Methyl-6-(trifluoromethyl)quinazolin-4(3H)-one；2-methyl-6-(trifluoromethyl)-3H-quinazolin-4-one
• 化学式: C₁₀H₇F₃N₂O
• 分子量: 228.174
• InChiKey: BDOARPLOYRTBPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-溴-5-三氟甲基苯甲酸 、 盐酸乙脒 在 copper(l) iodide 、 TPGS-450-M 、 caesium carbonate 作用下， 以 水 为溶剂， 反应 12.0h， 以73%的产率得到2-methyl-6-(trifluoromethyl)quinazolin-4(3H)-one
  参考文献：
  名称：

  A convenient aqueous copper-catalyzed synthesis of quinazolinones

  摘要：

  A simple and highly efficient method for the aqueous copper-catalyzed coupling reactions with the aid of a commercially available surfactant (TPGS-750-M) is reported. In an aqueous micellar medium, 2-halobenzoic acids derivatives reacted with amidines and guanidines and generated the corresponding quinazolinone derivatives in good to excellent yields in the range of room temperature to, at most, 50 degrees C. In addition, the reaction medium can be recycled, and this method led to a significant improvement of the E factors in comparison with the previously reported process. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.05.011

文献信息

• CYCLOHEXYL-AZETIDINYL ANTAGONISTS OF CCR2
  申请人：Lanter James C.

  公开号：US20110312936A1

  公开（公告）日：2011-12-22

  The present invention comprises compounds of Formula I. wherein: R 1 , R 2 , R 4 , J, Q, and A are as defined in the specification. The invention also comprises a method of preventing, treating or ameliorating a syndrome, disorder or disease, wherein said syndrome, disorder or disease is type II diabetes, obesity and asthma. The invention also comprises a method of inhibiting CCR2 activity in a mammal by administration of a therapeutically effective amount of at least one compound of Formula I.

  本发明涉及I式化合物，其中：R1、R2、R4、J、Q和A如规范中所定义。本发明还涉及一种预防、治疗或改善综合症、紊乱或疾病的方法，其中所述综合症、紊乱或疾病是II型糖尿病、肥胖和哮喘。本发明还涉及通过给哺乳动物施加至少一种I式化合物的治疗有效量来抑制CCR2活性的方法。
• Visible Light-mediated Synthesis of Quinazolinones and Benzothiadiazine-1,1-dioxides Utilizing Aliphatic Alcohols
  作者：Saloni Kumari、Souvik Roy、Pragya Arora、Sabuj Kundu

  DOI：10.1039/d4ob00541d

  日期：——

  The activation and utilization of challenging aliphatic alcohols like methanol and ethanol is a very appealing approach to synthesize valuable organic molecules. Utilization of methanol and ethanol as a coupling partner has emerged as a valuable alternative to synthesize industrially relevant N-heterocycles because they can be easily procured from renewable sources unlike other activated coupling partners

  甲醇和乙醇等具有挑战性的脂肪醇的活化和利用是合成有价值的有机分子的一种非常有吸引力的方法。利用甲醇和乙醇作为偶联伙伴已成为合成工业相关的N-杂环的有价值的替代方案，因为它们可以很容易地从可再生来源获得，这与其他昂贵且不稳定的活化偶联伙伴不同。在此，展示了一种温和且无金属的光催化方案，用于合成喹唑啉酮和更具挑战性的苯并噻二嗪-1,1-二氧化物，这在室温下是前所未有的。该方法展示了广泛的底物范围，并且比基于过渡金属的高温方案更有效地提供了重要的N-杂环。按照开发的方案观察到与烯丙醇的未探索的反应性。为了了解其机制，进行了一系列控制实验。
• US8518969B2
  申请人：——

  公开号：US8518969B2

  公开（公告）日：2013-08-27
• US9062048B2
  申请人：——

  公开号：US9062048B2

  公开（公告）日：2015-06-23
• A convenient aqueous copper-catalyzed synthesis of quinazolinones
  作者：Yulong Xu、Qiong Xie、Wei Li、Hongpeng Sun、Yonghui Wang、Liming Shao

  DOI：10.1016/j.tet.2015.05.011

  日期：2015.7

  A simple and highly efficient method for the aqueous copper-catalyzed coupling reactions with the aid of a commercially available surfactant (TPGS-750-M) is reported. In an aqueous micellar medium, 2-halobenzoic acids derivatives reacted with amidines and guanidines and generated the corresponding quinazolinone derivatives in good to excellent yields in the range of room temperature to, at most, 50 degrees C. In addition, the reaction medium can be recycled, and this method led to a significant improvement of the E factors in comparison with the previously reported process. (C) 2015 Elsevier Ltd. All rights reserved.