1-(2-溴乙基)-4-氯-1H-吡唑 | 1011801-59-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 中文名称: 1-(2-溴乙基)-4-氯-1H-吡唑
• 英文名称: 1-(2-bromoethyl)-4-chloro-1H-pyrazole
• 英文别名: N-(2-bromoethyl)-4-chloropyrazole；4-chloro-1-(2-bromo-ethyl)-1H-pyrazole；1-(2-bromoethyl)-4-chloropyrazole
• CAS: 1011801-59-4
• 化学式: C₅H₆BrClN₂
• 分子量: 209.473
• InChiKey: JWVGNGVIZSRTHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-溴乙基)-4-氯-1H-吡唑 、 2-碘代甲苯 在 palladium diacetate 降冰片烯 、 三(2-呋喃基)膦 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以51%的产率得到5,6-dihydro-1-chloro-10-methylpyrazolo[5,1-a]isoquinoline
  参考文献：
  名称：

  A Palladium-Catalyzed Alkylation/Direct Arylation Synthesis of Nitrogen-Containing Heterocycles

  摘要：

  [Graphics]A norbornene-mediated palladium-catalyzed sequence is described in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one reaction vessel. The aryl-heteroaryl bond-forming step occurs via a direct arylation reaction. A number of six-, seven-, and eight-membered ring-annulated indoles, pyrroles, pyrazoles, and azaindoles were synthesized from the corresponding bromoalkyl azole and an aryl iodide.

  DOI：

  10.1021/jo702052b
• 作为产物：
  描述：

  1-(2-溴乙基)-1H-吡唑 在 sodium hypochlorite 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 18.0h， 以85%的产率得到1-(2-溴乙基)-4-氯-1H-吡唑
  参考文献：
  名称：

  A Palladium-Catalyzed Alkylation/Direct Arylation Synthesis of Nitrogen-Containing Heterocycles

  摘要：

  [Graphics]A norbornene-mediated palladium-catalyzed sequence is described in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one reaction vessel. The aryl-heteroaryl bond-forming step occurs via a direct arylation reaction. A number of six-, seven-, and eight-membered ring-annulated indoles, pyrroles, pyrazoles, and azaindoles were synthesized from the corresponding bromoalkyl azole and an aryl iodide.

  DOI：

  10.1021/jo702052b

文献信息

• 2-AMINO PYRIMIDINE COMPOUNDS AS POTENT HSP-90 INHIBITORS
  申请人：Kung Pei-Pei

  公开号：US20100041681A1

  公开（公告）日：2010-02-18

  The present invention is directed to compounds of formula (I), or pharmaceutically acceptable salts thereof, their synthesis, and their use as HSP-90 inhibitors.

  本发明涉及式（I）的化合物，或其药学上可接受的盐，其合成以及作为HSP-90抑制剂的用途。
• Copper-Catalyzed Trifluoromethylation of Alkyl Bromides
  作者：David J. P. Kornfilt、David W. C. MacMillan

  DOI：10.1021/jacs.9b03024

  日期：2019.5.1

  of Csp3-bromides. Specifically, a copper/photoredox dual catalytic system for the coupling of alkyl bromides with trifluoromethyl groups is presented. This operationally simple and robust protocol successfully converts a variety of alkyl, allyl, benzyl, and heterobenzyl bromides into the corresponding alkyl trifluoromethanes.

  铜氧化加成到有机卤化物中是一个具有挑战性的双电子过程。相比之下，铜与 Csp2 碳-溴键的正式氧化加成可以通过在光氧化还原条件下使用潜在的甲硅烷基自由基来完成。这种铜氧化加成的新范例现已应用于铜催化的 Csp3-溴化物交叉偶联。具体而言，提出了一种用于烷基溴与三氟甲基偶联的铜/光氧化还原双催化系统。这种操作简单且可靠的方案成功地将各种烷基、烯丙基、苄基和杂苄基溴化物转化为相应的烷基三氟甲烷。
• [EN] 2-AMINO PYRIMIDINE COMPOUNDS AS POTENT HSP-90 INHIBITORS<br/>[FR] COMPOSÉS 2-AMINO PYRIMIDINE COMME INHIBITEURS PUISSANTS DE L'HSP-90
  申请人：PFIZER

  公开号：WO2010018481A1

  公开（公告）日：2010-02-18

  The present invention is directed to compounds of Formula (I), or pharmaceutically acceptable salts thereof, their synthesis, and their use as HSP-90 inhibitors in the treatment of proliferative diseases, e.g. cancer.

  本发明涉及公式（I）的化合物，或其药学上可接受的盐，它们的合成以及它们在治疗增生性疾病，如癌症中作为HSP-90抑制剂的用途。
• US8080556B2
  申请人：——

  公开号：US8080556B2

  公开（公告）日：2011-12-20
• A Palladium-Catalyzed Alkylation/Direct Arylation Synthesis of Nitrogen-Containing Heterocycles
  作者：Christophe Blaszykowski、Evangelos Aktoudianakis、Dino Alberico、Cyril Bressy、David G. Hulcoop、Farnaz Jafarpour、Arash Joushaghani、Benoît Laleu、Mark Lautens

  DOI：10.1021/jo702052b

  日期：2008.3.1

  [Graphics]A norbornene-mediated palladium-catalyzed sequence is described in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one reaction vessel. The aryl-heteroaryl bond-forming step occurs via a direct arylation reaction. A number of six-, seven-, and eight-membered ring-annulated indoles, pyrroles, pyrazoles, and azaindoles were synthesized from the corresponding bromoalkyl azole and an aryl iodide.