5-氰基-2-氟苯硼酸频呢醇酯 | 863868-29-5

• 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: 5-氰基-2-氟苯硼酸频呢醇酯
• 英文名称: 4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
• 英文别名: 2-fluoro-5-cyanophenylboronic acid pinacol ester
• CAS: 863868-29-5
• 化学式: C₁₃H₁₅BFNO₂
• 分子量: 247.077
• InChiKey: DCBKFUVWBRFDDD-UHFFFAOYSA-N

物化性质

• 沸点：
  344.8±32.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H312,H315,H319,H332,H335

反应信息

• 作为反应物：
  描述：

  5-氰基-2-氟苯硼酸频呢醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四(三苯基膦)钯 、 potassium acetate 、 sodium carbonate 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 反应 0.34h， 生成
  参考文献：
  名称：

  Discovery and evaluation of 3,5-disubstituted indole derivatives as Pim kinase inhibitors

  摘要：

  Pim kinases are promising therapeutic targets for the treatment of hematological cancers. A potent Pim kinase inhibitor 7f, derived from meridianin C, was further optimized by the replacement of 2-aminopyrimidine with substituted benzene. The optimization of the C-3 and C-5 positions of indole yielded compound 43 with improved cellular potency and high selectivity against a panel of 14 different kinases.

  DOI：

  10.1016/j.bmcl.2018.05.054
• 作为产物：
  描述：

  联硼酸频那醇酯 、 3-溴-4-氟苯甲腈 在 potassium acetate 作用下， 以 1,4-二氧六环 为溶剂， 生成 5-氰基-2-氟苯硼酸频呢醇酯
  参考文献：
  名称：

  具有多供体和氰基取代的绿色热激活延迟荧光材料提高了器件效率和寿命

  摘要：

  与热激活延迟荧光 (TADF) 材料相关的挑战是由于三重态激子寿命和低分子稳定性导致的器件热降解导致效率和寿命降低。为了减少三重态激子寿命，有必要增加反向系统间交叉 (RISC) 的速率，并且必须增加分子内C -N 键解离能 (BDE)。在这项研究中，在邻位引入供体以减少单线态和三线态之间的能隙并促进 TADF 特性的表达。三种材料的咔唑和 CN -单元数量增加，因此分子稳定性增加：4-(9 H-carbazol-9-yl)-3-(4,6-diphenyl-1,3,5-triazin-2-yl)benzonitrile ( Cz-mCNTrz ), 3,3'-(6-phenyl-1,3, 5-triazine-2,4-diyl)bis(4-(9 H -carbazol-9-yl)benzonitrile) ( DCz-mCNTrz ), and 3,3',3”-(1,3,5-triazine-

  DOI：

  10.1016/j.dyepig.2023.111200

文献信息

• [EN] PYRIDINONE AND PYRIDAZINONE DERIVATIVES<br/>[FR] DÉRIVÉS DE PYRIDINONE ET DE PYRIDAZINONE
  申请人：ABBOTT LAB

  公开号：WO2013185284A1

  公开（公告）日：2013-12-19

  Compounds of formula (I) wherein A1, A2, A3, A4, J, L, G, and R1 have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of diseases and conditions, including inflammatory diseases, diabetes, obesity, cancer, and AIDS are disclosed. Pharmaceutical compositions comprising one or more compounds of formula (I) also are disclosed.

  公式（I）中A1、A2、A3、A4、J、L、G和R1的化合物，其取值符合规范中定义的任何值，以及其药学上可接受的盐，可用作治疗疾病和病况的药物，包括炎症性疾病、糖尿病、肥胖症、癌症和艾滋病。还披露了包含一个或多个公式（I）化合物的药物组合物。
• Pyridinone and Pyridazinone Derivatives
  申请人：ABBVIE INC.

  公开号：US20130331382A1

  公开（公告）日：2013-12-12

  The present invention provides for compounds of formula (I) wherein A 1 , A 2 , A 3 , A 4 , J, and X 3 have any of the values defined therefor in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of diseases and conditions, including inflammatory diseases, diabetes, obesity, cancer, and AIDS. Also provided are pharmaceutical compositions comprising one or more compounds of formula I.

  本发明提供了以下式（I）的化合物 其中A 1 ，A 2 ，A 3 ，A 4 ，J和X 3 具有规范中定义的任何值，以及其药学上可接受的盐，这些化合物在治疗疾病和病症中是有用的，包括炎症性疾病、糖尿病、肥胖症、癌症和艾滋病。还提供了包含一个或多个式I化合物的药物组合物。
• Iridium complexes of N-heterocyclic carbenes in C–H borylation using energy efficient microwave technology: influence of structure, ligand donor strength and counter ion on catalytic activity
  作者：Christoph F. Rentzsch、Evangeline Tosh、Wolfgang A. Herrmann、Fritz E. Kühn

  DOI：10.1039/b913055c

  日期：——

  Bridged and unbridged N-heterocyclic carbene (NHC) ligands were metalated with [Ir(COD)Cl]2 to give iridium(I) mono- and biscarbene substituted catalysts [Ir(COD)NHC(Cl)] and [Ir(COD)(NHC)2][X] (X: I, PF6, BF4, CF3COO, OTf). The prepared NHC-complexes were tested in the C–H borylation reaction of aromatic carbons with bis(pinacolato)diboron (B2pin2) and pinacolborane (HBpin). The use of microwave technology in this study not only facilitates a time efficient screening of a wide range of influences such as ligand σ-donor strength and structural motif as well as the effects of the complex counter ion, but also provides an energy efficient heating source. Catalyst 6TFA, which features a chelating NHC ligand, proved to be most effective catalyst and further investigations with this complex in the borylation of mono- and disubstituted benzene derivatives exploring chemo- and regioselectivity were undertaken.

  桥联和非桥联的N-杂环卡宾（NHC）配体与[Ir(COD)Cl]2金属化，生成铱(I)单卡宾和双卡宾取代催化剂[Ir(COD)NHC(Cl)]和[Ir(COD)(NHC)2][X]（X: I, PF6, BF4, CF3COO, OTf）。所制备的NHC-复杂物在芳香碳与双（皮卡啉酸）二硼（B2pin2）和皮卡啉硼烷（HBpin）的C–H硼化反应中进行了测试。本研究中使用微波技术不仅促进了对于配体σ-供体强度、结构特征以及复合离子的影响等多种因素的高效筛选，同时也提供了一种节能的加热源。具有螯合NHC配体的催化剂6TFA被证明是最有效的催化剂，后续对该复合物在单取代和双取代苯衍生物的硼化反应中进行化学选择性和区域选择性的进一步研究。
• 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。
• Process for producing cyano substituted arene boranes and compounds
  申请人：Smith R. Milton

  公开号：US20060281939A1

  公开（公告）日：2006-12-14

  A process for producing cyano substituted arene boranes is described. The compounds are useful intermediates to pharmaceutical compounds using the cyano group as a reactant.

  描述了一种生产氰基取代芳基硼烷的方法。这些化合物是制备药用化合物的有用中间体，使用氰基作为反应物。