N-allyl-4-bromo-2-chloroaniline

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-allyl-4-bromo-2-chloroaniline
• 英文别名: 4-bromo-2-chloro-N-prop-2-enylaniline
• 化学式: C₉H₉BrClN
• 分子量: 246.534
• InChiKey: MAXLMCRNMCHVEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-allyl-4-bromo-2-chloroaniline 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 5.0h， 生成 1-(4-bromo-2-chlorophenyl)-3-methyl-1H-pyrrol-2(5H)-one
  参考文献：
  名称：

  [EN] ANTICANCER COMPOUNDS
  [FR] COMPOSÉS ANTICANCÉREUX

  摘要：

  本发明涉及以下公式（I）的化合物：公式（I）及其药学上可接受的盐。本发明的化合物是BET蛋白的BDII选择性抑制剂，具有治疗癌症、急性肾脏疾病、病毒感染等疾病的治疗潜力。

  公开号：

  WO2022261204A1
• 作为产物：
  描述：

  4-溴-2-氯碘苯 、 丙烯胺 在 tris-(dibenzylideneacetone)dipalladium(0) 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以90%的产率得到N-allyl-4-bromo-2-chloroaniline
  参考文献：
  名称：

  Palladium-catalyzed monoamination of dihalogenated benzenes

  摘要：

  The palladium-catalyzed monoamination of symmetric dibromobenzenes can be performed using a catalyst based on Pd(2)dba(3) and BINAP in the presence of NaO(t-Bu). The analogous transformation of non-symmetric bromoiodobenzenes is most effectively performed with Xantphos as the ligand, while reactions with BINAP were non-selective. These transformations can be scaled uneventfully to >10 g quantities. They do not require drybox or Schlenk techniques, and all reagents are weighed out in air. The resulting monobromoanilines are versatile intermediates for further synthetic transformations. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.070

文献信息

• Palladium-catalyzed N-allylation of anilines by direct use of allyl alcohols in the presence of titanium(IV) isopropoxide
  作者：Shyh-Chyun Yang、Wen-Hung Chung

  DOI：10.1016/s0040-4039(98)02456-3

  日期：1999.1

  The direct activation of C-O bonds in allyl alcohols by palladium complexes has been accelerated by carrying out the reactions in the presence of titanium(IV) isopropoxide and 4A molecular sieves. N-Allylation of anilines to give mono- and diallylanilines using allyl alcohols directly has been realized by employing palladium catalysts. (C) 1999 Elsevier Science Ltd. All rights reserved.
• An Efficient Palladium-Catalyzed Route to N-Allylanilines by the Direct Use of Allyl Alcohols
  作者：Shyh-Chyun Yang

  DOI：10.1055/s-1999-3584

  日期：1999.10
• Palladium-catalyzed monoamination of dihalogenated benzenes
  作者：Simon Birksø Larsen、Benny Bang-Andersen、Tommy Nørskov Johansen、Morten Jørgensen

  DOI：10.1016/j.tet.2008.01.070

  日期：2008.3

  The palladium-catalyzed monoamination of symmetric dibromobenzenes can be performed using a catalyst based on Pd(2)dba(3) and BINAP in the presence of NaO(t-Bu). The analogous transformation of non-symmetric bromoiodobenzenes is most effectively performed with Xantphos as the ligand, while reactions with BINAP were non-selective. These transformations can be scaled uneventfully to >10 g quantities. They do not require drybox or Schlenk techniques, and all reagents are weighed out in air. The resulting monobromoanilines are versatile intermediates for further synthetic transformations. (C) 2008 Elsevier Ltd. All rights reserved.
• [EN] ANTICANCER COMPOUNDS<br/>[FR] COMPOSÉS ANTICANCÉREUX
  申请人：UNIV CALIFORNIA

  公开号：WO2022261204A1

  公开（公告）日：2022-12-15

  Disclosed are compounds of formula (I): formula (I) and pharmaceutically acceptable salts thereof. The compounds of the invention are BDII- selective inhibitors of BET proteins, and have therapeutic potential for treating cancer, acute kidney disease, and viral infections, among other diseases.

  本发明涉及以下公式（I）的化合物：公式（I）及其药学上可接受的盐。本发明的化合物是BET蛋白的BDII选择性抑制剂，具有治疗癌症、急性肾脏疾病、病毒感染等疾病的治疗潜力。