methyl 2-(4-chlorophenyl)imidazole-5-carboxylate | 32683-01-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 2-(4-chlorophenyl)imidazole-5-carboxylate
• 英文别名: 2-(4-chloro-phenyl)-1(3)H-imidazole-4-carboxylic acid methyl ester；methyl 2-(4-chlorophenyl)-1H-imidazole-5-carboxylate
• CAS: 32683-01-5
• 化学式: C₁₁H₉ClN₂O₂
• 分子量: 236.658
• InChiKey: AHAUWNGWHPVGAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 氧气 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以94%的产率得到methyl 2-(4-chlorophenyl)imidazole-5-carboxylate
  参考文献：
  名称：

  Highly efficient oxidation of 2-imidazoline-5-carboxylic derivatives to imidazole-5-carboxylic derivatives by dioxygen

  摘要：

  A highly efficient and environmental-benign oxidation by dioxygen (or air) as the sole oxidant was first applied for the conversion of 2-imidazoline-5-carboxylic derivatives to imidazole-5-carboxylic derivatives in very good and excellent yields. The substituent effect on 2-imidazoline ring was investigated. This protocol was also suitable for the synthesis of 2-imidazoles in relatively large scale. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.01.025

文献信息

• Synthesis of 2,4-Disubstituted Imidazoles via Nucleophilic Catalysis
  作者：Jason E. Camp、Dmitrii A. Shabalin、Jay J. Dunsford、Simbarashe Ngwerume、Alexandra R. Saunders、Duncan M. Gill

  DOI：10.1055/s-0039-1690832

  日期：2020.5

  microwave-assisted protocol for the synthesis of disubstituted NH-imidazoles via nucleophilic catalysis is described. The substituted imidazoles are accessed via the intramolecular addition of a variety of amidoxime substrates to activated alkynes followed by a thermally induced rearrangement of the in situ generated O-vinylamid­oxime species. The unprotected imidazoles contain an aryl group at the 2-position

  描述了一种通过亲核催化合成双取代 NH-咪唑的聚合微波辅助协议。取代的咪唑是通过将各种胺肟底物分子内加成到活化的炔烃上，然后对原位生成的 O-乙烯基胺肟物质进行热诱导重排来获得的。未保护的咪唑在 2 位包含芳基，在 4 位包含酯部分。
• HETEROCYCLIC COMPOUND AND p27Kip1 DEGRADATION INHIBITOR
  申请人：Uchida Hiroshi

  公开号：US20130079306A1

  公开（公告）日：2013-03-28

  A novel heterocyclic compound or a salt thereof useful for selectively inhibiting the degradation of p27 Kip1 is provided. The compound or the salt thereof is represented by the following formula (1): wherein A represents an alkyl group, a cycloalkyl group, an aryl group or a heterocyclic group, the group A may have a substituent; the ring B represents a 5- to 8-membered monocyclic heterocyclic ring or a condensed ring containing the monocyclic heterocyclic ring, the ring B may have a substituent; the ring C represents an aromatic ring, the ring C may have a substituent; L represents a linker comprising a main chain having 3 to 5 atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom and a sulfur atom, wherein at least one atom in the main chain is a hetero atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom, the linker L may have a substituent; and n is 0 or 1.

  提供了一种新型杂环化合物或其盐，用于选择性地抑制p27Kip1的降解。该化合物或其盐由以下式（1）表示：其中A代表烷基、环烷基、芳基或杂环基，基团A可能有取代基；环B代表5至8成员的单环杂环环或包含该单环杂环环的缩合环，环B可能有取代基；环C代表芳香环，环C可能有取代基；L代表包含3至5个原子的主链的连接物，所述原子选自碳原子、氮原子、氧原子和硫原子组成的群，其中主链中的至少一个原子是选自氮原子、氧原子和硫原子组成的杂原子，连接物L可能有取代基；n为0或1。
• HETEROCYCLIC COMPOUND, AND p27 KIP1 DEGRADATION INHIBITOR
  申请人：ASKA Pharmaceutical Co., Ltd.

  公开号：EP2594555B1

  公开（公告）日：2018-03-07
• US9200008B2
  申请人：——

  公开号：US9200008B2

  公开（公告）日：2015-12-01
• Highly efficient oxidation of 2-imidazoline-5-carboxylic derivatives to imidazole-5-carboxylic derivatives by dioxygen
  作者：Yue Huang、Xiaodong Zu、Fan Wu、Jinyi Xu、Xiaoming Wu、Hequan Yao

  DOI：10.1016/j.tet.2012.01.025

  日期：2012.4

  A highly efficient and environmental-benign oxidation by dioxygen (or air) as the sole oxidant was first applied for the conversion of 2-imidazoline-5-carboxylic derivatives to imidazole-5-carboxylic derivatives in very good and excellent yields. The substituent effect on 2-imidazoline ring was investigated. This protocol was also suitable for the synthesis of 2-imidazoles in relatively large scale. (C) 2012 Elsevier Ltd. All rights reserved.