2-bromomethyl-3-(4-fluorophenyl)-1-isopropylindole | 956034-97-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-bromomethyl-3-(4-fluorophenyl)-1-isopropylindole
• 英文别名: 2-(bromomethyl)-3-(4-fluorophenyl)-1-propan-2-ylindole
• CAS: 956034-97-2
• 化学式: C₁₈H₁₇BrFN
• 分子量: 346.242
• InChiKey: AQRBEEPNUOXXKC-UHFFFAOYSA-N

物化性质

• 沸点：
  460.2±45.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromomethyl-3-(4-fluorophenyl)-1-isopropylindole 在 bis(1,5-cyclooctadiene)nickel (0) 、 copper(l) iodide 、 5%-palladium/activated carbon 、 氢气 、 双(三甲基硅烷基)氨基钾 、 cesium fluoride 、 三环己基膦 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 反应 43.08h， 生成 tert-butyl 2-((4R,6R)-6-(2-(1-isopropyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)indol-2-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate
  参考文献：
  名称：

  Ni/Cu-Catalyzed Defluoroborylation of Fluoroarenes for Diverse C–F Bond Functionalizations

  摘要：

  Ni/Cu-catalyzed transformation of fluroarenes to arylboronic acid pinacol esters via C-F bond cleavage has been achieved. Further versatile derivatization of an arylboronic ester has allowed for the facile two-step conversion of a fluoroarene to diverse functionalized arenes, demonstrating the synthetic utility of the method.

  DOI：

  10.1021/jacs.5b10119
• 作为产物：
  描述：

  3-(4-氟苯基)-1-异丙基-1H-吲哚 在 sodium tetrahydroborate 、 三溴化磷 、 三氯氧磷 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 5.25h， 生成 2-bromomethyl-3-(4-fluorophenyl)-1-isopropylindole
  参考文献：
  名称：

  Ni/Cu-Catalyzed Defluoroborylation of Fluoroarenes for Diverse C–F Bond Functionalizations

  摘要：

  Ni/Cu-catalyzed transformation of fluroarenes to arylboronic acid pinacol esters via C-F bond cleavage has been achieved. Further versatile derivatization of an arylboronic ester has allowed for the facile two-step conversion of a fluoroarene to diverse functionalized arenes, demonstrating the synthetic utility of the method.

  DOI：

  10.1021/jacs.5b10119

文献信息

• [EN] NOVEL PROCESS FOR STATINS AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF<br/>[FR] NOUVEAU PROCÉDÉ FAISANT INTERVENIR DES STATINES ET LEURS SELS ACCEPTABLES SUR LE PLAN PHARMACEUTIQUE
  申请人：SATYANARAYANA REDDY MANNE

  公开号：WO2007125547A3

  公开（公告）日：2008-04-03
• NOVEL PROCESS FOR STATINS AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF
  申请人：Satynarayana Reddy, Manne

  公开号：EP2024341A2

  公开（公告）日：2009-02-18
• Novel Process for Statins and its Pharmaceutically Acceptable Salts Thereof
  申请人：Reddy Manne Satyanarayana

  公开号：US20090275752A1

  公开（公告）日：2009-11-05

  Novel process for statins and its pharmaceutically acceptable salts thereof represented by general formula (I).
• US8455640B2
  申请人：——

  公开号：US8455640B2

  公开（公告）日：2013-06-04
• Ni/Cu-Catalyzed Defluoroborylation of Fluoroarenes for Diverse C–F Bond Functionalizations
  作者：Takashi Niwa、Hidenori Ochiai、Yasuyoshi Watanabe、Takamitsu Hosoya

  DOI：10.1021/jacs.5b10119

  日期：2015.11.18

  Ni/Cu-catalyzed transformation of fluroarenes to arylboronic acid pinacol esters via C-F bond cleavage has been achieved. Further versatile derivatization of an arylboronic ester has allowed for the facile two-step conversion of a fluoroarene to diverse functionalized arenes, demonstrating the synthetic utility of the method.