2-氰基-5-三氟甲基苯硼酸频哪醇酯 | 863868-28-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氰基-5-三氟甲基苯硼酸频哪醇酯
• 中文别名: 2-氰基-5-(三氟甲基)苯基硼酸,频哪醇酯；2-(4,4,5,5-四甲基-1,3,2-二氧杂硼烷-2-基)-4-(三氟甲基)苄腈；2-(4,4,5,5-四甲基-1,3,2-二氧硼杂环戊烷-2-基)-4-(三氟甲基)苯甲腈；2-腈基-5-甲基苯硼酸频那醇酯
• 英文名称: 4-(trifluoromethyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaboryl)benzonitrile
• 英文别名: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)benzonitrile；4-trifluoromethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-2-yl)benzonitrile；2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)benzonitrile
• CAS: 863868-28-4
• 化学式: C₁₄H₁₅BF₃NO₂
• 分子量: 297.085
• InChiKey: IUMGFEGPPUQZBJ-UHFFFAOYSA-N

物化性质

• 熔点：
  79-80 °C
• 沸点：
  369.5±42.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P330,P363,P501
• 危险性描述：
  H302,H312,H332

SDS

MSDS英文版

反应信息

• 作为反应物：
  描述：

  2-氰基-5-三氟甲基苯硼酸频哪醇酯 在 双氧水 作用下， 以 甲醇 、 水 为溶剂， 反应 4.0h， 以90%的产率得到2-羟基-4-三氟甲基苯腈
  参考文献：
  名称：

  Divergent Synthesis of 2,3,5-Substituted Thiophenes by C-H Activation/Borylation/Suzuki Coupling

  摘要：

  C-H activation/borylation has been married with Suzuki coupling to prepare DuP 697 (1) and analogs that would be otherwise difficult to obtain via the traditional synthetic route to 1.

  DOI：

  10.3987/com-09-s(s)135
• 作为产物：
  描述：

  频哪醇 、 对三氟甲基苯腈 在 2,2,6,6-四甲基哌啶 、 正丁基锂 、 硼酸三异丙酯 、 溶剂黄146 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.0h， 以90%的产率得到2-氰基-5-三氟甲基苯硼酸频哪醇酯
  参考文献：
  名称：

  General method for the synthesis of substituted phenanthridin-6(5H)-ones using a KOH-mediated anionic ring closure as the key step

  摘要：

  Substituted phenanthridin-6(5H)-ones were obtained in a two-step procedure involving a Suzuki cross-coupling reaction followed by a KOH-mediated anionic ring closure. The influence of the nature and the position of the substituents on the cyclization step were studied. This methodology offers a general and practical route to diversely substituted phenanthridin-6(5H)-ones. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.014

文献信息

• Sterically Directed Functionalization of Aromatic C−H Bonds:  Selective Borylation Ortho to Cyano Groups in Arenes and Heterocycles
  作者：Ghayoor A. Chotana、Michael A. Rak、Milton R. Smith

  DOI：10.1021/ja0428309

  日期：2005.8.1

  Ir-catalyzed borylations of 4-substituted benzonitriles are described. In contrast to electrophilic aromatic substitutions and directed ortho metalations, C-H activation/borylation enables functionalization at the 2-position, adjacent to the cyano group, when the 4-subsitutent is larger than cyano. When an excess of borane reagent is used, diborylation can be achieved with a single regioisomer being

  描述了 4-取代苄腈的 Ir 催化硼化。与亲电芳香取代和定向邻位金属化相反，当 4-取代基大于氰基时，CH 活化/硼酸化能够在与氰基相邻的 2-位进行官能化。当使用过量的硼烷试剂时，在某些情况下可以通过形成单一区域异构体来实现二硼化。还报道了空间定向硼酸化扩展到氰基取代的五元和六元环杂环。
• 2 - (PYRIDIN- 2YL)- 1, 7 -DIAZA-SPIRO [4.4] NONANE- 6 -ONE COMPOUND AS VOLTAGE-GATED SODIUM CHANNELS MODULATORS
  申请人：CONVERGENCE PHARMACEUTICALS LIMITED

  公开号：US20150225400A1

  公开（公告）日：2015-08-13

  The invention relates to spiro derivatives of formula (I), to the use of said derivatives in treating diseases and conditions mediated by modulation of voltage-gated sodium channels, to compositions containing said derivatives and processes for their preparation.

  本发明涉及公式（I）的螺内酯衍生物，涉及使用该衍生物治疗通过调节电压门控钠通道介导的疾病和病症，涉及含有该衍生物的组合物和其制备过程。
• 2-(pyridin-2yl)-1, 7-diaza-spiro [4.4] nonane-6-one compound as voltage-gated sodium channels modulators
  申请人：CONVERGENCE PHARMACEUTICALS LIMITED

  公开号：US09376436B2

  公开（公告）日：2016-06-28

  The invention relates to spiro derivatives of formula (I), to the use of said derivatives in treating diseases and conditions mediated by modulation of voltage-gated sodium channels, to compositions containing said derivatives and processes for their preparation.

  本发明涉及式(I)的螺环衍生物，涉及使用该衍生物治疗通过调节电压门控钠通道介导的疾病和病状，涉及含有该衍生物的组合物和其制备方法。
• One-pot synthesis of novel poly-substituted phenanthrenes
  作者：Rodrigue Yougnia、Christophe Rochais、Jana Sopkovà-de Oliveira Santos、Patrick Dallemagne、Sylvain Rault

  DOI：10.1016/j.tet.2010.02.060

  日期：2010.4

  A one-pot synthesis of novel poly-substituted phenanthrenes is described in this article through a Suzuki-Miyaura cross-coupling followed by a Dieckmann-Thorpe ring closure under microwave irradiation. The selection of the appropriate starting materials allowed us to introduce diversity on various positions of the phenanthrene ring system. (C) 2010 Elsevier Ltd. All rights reserved.
• General method for the synthesis of substituted phenanthridin-6(5H)-ones using a KOH-mediated anionic ring closure as the key step
  作者：Emmanuelle Dubost、Rosa Magnelli、Thomas Cailly、Rémi Legay、Frédéric Fabis、Sylvain Rault

  DOI：10.1016/j.tet.2010.05.014

  日期：2010.7

  Substituted phenanthridin-6(5H)-ones were obtained in a two-step procedure involving a Suzuki cross-coupling reaction followed by a KOH-mediated anionic ring closure. The influence of the nature and the position of the substituents on the cyclization step were studied. This methodology offers a general and practical route to diversely substituted phenanthridin-6(5H)-ones. (C) 2010 Elsevier Ltd. All rights reserved.