1-cyclopentyl-2,2,2-trifluoroethan-1-amine hydrogen chloride | 1270447-57-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 1-cyclopentyl-2,2,2-trifluoroethan-1-amine hydrogen chloride
• 英文别名: 2,2,2-Trifluoro-1-cyclopentylethylamine；1-cyclopentyl-2,2,2-trifluoroethanamine
• CAS: 1270447-57-8
• 化学式: C₇H₁₂F₃N
• mdl: MFCD07384535
• 分子量: 167.174
• InChiKey: AODCHWTZHXHHJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  环戊基甲醛 在 potassium hydrogen difluoride 、 magnesium hydrogen sulfate 、 palladium 10% on activated carbon 、 氢气 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、5.0 MPa 条件下， 反应 108.0h， 生成 1-cyclopentyl-2,2,2-trifluoroethan-1-amine hydrogen chloride
  参考文献：
  名称：

  使用Ruppert-Prakash试剂从醛或酮轻松合成α-三氟甲基胺

  摘要：

  以制备规模合成了一个带有双链CF 3基团的结构多样的伯胺的小型文库。合成从醛或酮开始，该醛或酮与苄胺反应生成相应的亚胺。然后在酸性条件下用Me 3 SiCF 3对后者进行三氟甲基化，得到苄基烷基胺。在最后一步中，Pd介导的苄基烷基胺加氢提供了标题化合物。所有的合成步骤都是高产的。中间体的分离和产物的色谱纯化都没有必要。

  DOI：

  10.1016/j.tetlet.2013.01.132

文献信息

• Compounds and methods for the targeted degradation of rapidly accelerated Fibrosarcoma polypeptides
  申请人：ARVINAS OPERATIONS, INC.

  公开号：US11173211B2

  公开（公告）日：2021-11-16

  The present disclosure relates to bifunctional compounds, which find utility as modulators of Rapidly Accelerated Fibrosarcoma (RAF, such as c-RAF, A-RAF and/or B-RAF; the target protein). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a Von Hippel-Lindau, cereblon, Inhibitors of Apotosis Proteins or mouse double-minute homolog 2 ligand which binds to the respective E3 ubiquitin ligase and on the other end a moiety which binds the target protein RAF, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aggregation or accumulation of the target protein, or the constitutive activation of the target protein, are treated or prevented with compounds and compositions of the present disclosure.

  本公开涉及双功能化合物，它们可用作快速加速纤维肉瘤（RAF，如c-RAF、A-RAF和/或B-RAF；靶蛋白）的调节剂。特别是，本公开内容涉及双功能化合物，其一端含有与相应 E3 泛素连接酶结合的 Von Hippel-Lindau、cereblon、抑制细胞凋亡蛋白或小鼠双敏同源物 2 配体，另一端含有与靶蛋白 RAF 结合的分子，从而将靶蛋白置于泛素连接酶附近，以实现对靶蛋白的降解（和抑制）。本公开物具有与降解/抑制靶蛋白相关的广泛药理活性。本公开的化合物和组合物可以治疗或预防由于靶蛋白的聚集或积聚或靶蛋白的组成性激活而导致的疾病或失调。
• POLYCYCLIC COMPOUNDS AND METHODS FOR THE TARGETED DEGRADATION OF RAPIDLY ACCELERATED FIBROSARCOMA POLYPEPTIDES
  申请人：Arvinas Operations, Inc.

  公开号：EP3846907A1

  公开（公告）日：2021-07-14
• COMPOUNDS AND METHODS FOR THE TARGETED DEGRADATION OF RAPIDLY ACCELERATED FIBROSARCOMA POLYPEPTIDES
  申请人：ARVINAS OPERATIONS, INC.

  公开号：US20200129627A1

  公开（公告）日：2020-04-30

  The present disclosure relates to bifunctional compounds, which find utility as modulators of Rapidly Accelerated Fibrosarcoma (RAF, such as c-RAF, A-RAF and/or B-RAF; the target protein). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a Von Hippel-Lindau, cereblon, Inhibitors of Apotosis Proteins or mouse double-minute homolog 2 ligand which binds to the respective E3 ubiquitin ligase and on the other end a moiety which binds the target protein RAF, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aggregation or accumulation of the target protein, or the constitutive activation of the target protein, are treated or prevented with compounds and compositions of the present disclosure.
• An easy synthesis of α-trifluoromethyl-amines from aldehydes or ketones using the Ruppert-Prakash reagent
  作者：Dmytro S. Radchenko、Oleg M. Michurin、Anton V. Chernykh、Oleg Lukin、Pavel K. Mykhailiuk

  DOI：10.1016/j.tetlet.2013.01.132

  日期：2013.4

  A small library of structurally diverse primary amines bearing a geminal CF3 group was synthesized on a preparative scale. The synthesis starts with an aldehyde or ketone that reacts with benzylamine yielding the corresponding imine. The latter is then trifluoromethylated with Me3SiCF3 under acidic conditions to give a benzylalkylamine. In the last step the Pd-mediated hydrogenation of the benzylalkylamines

  以制备规模合成了一个带有双链CF 3基团的结构多样的伯胺的小型文库。合成从醛或酮开始，该醛或酮与苄胺反应生成相应的亚胺。然后在酸性条件下用Me 3 SiCF 3对后者进行三氟甲基化，得到苄基烷基胺。在最后一步中，Pd介导的苄基烷基胺加氢提供了标题化合物。所有的合成步骤都是高产的。中间体的分离和产物的色谱纯化都没有必要。