N-tert-butyl-N-2-[5-(trifluoromethyl)pyridyl]hydroxylamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-tert-butyl-N-2-[5-(trifluoromethyl)pyridyl]hydroxylamine
• 英文别名: 2,2-Dimethyl-1-[5-(trifluoromethyl)pyridin-2-yl]propan-1-ol；2,2-dimethyl-1-[5-(trifluoromethyl)pyridin-2-yl]propan-1-ol
• 化学式: C₁₁H₁₄F₃NO
• 分子量: 233.233
• InChiKey: AJPDCCGYKSKXCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-tert-butyl-N-2-[5-(trifluoromethyl)pyridyl]hydroxylamine 、 二甲基氯化铝 以 正己烷 、 甲苯 为溶剂， 反应 12.0h， 以98%的产率得到[(N-tert-butyl-N-2-[5-(trifluoromethyl)pyridyl]hydroxylamine)₂]AlCl
  参考文献：
  名称：

  Synthesis and Characterization of Aluminum Complexes of Redox-Active Pyridyl Nitroxide Ligands

  摘要：

  The aluminum complexes ((R)pyNO(-))(2)AlCl ((R)pyNO(-) = N-tert-butyl-N-(2-pyridyl)nitroxyl; R = H (1), CH3 (2), CF3 (3)) were prepared in 80-98% yield through the protonolysis reaction between the pyridyl hydroxylamine ligand precursors (R)pyNOH and dimethylaluminum chloride. Complex 1 was also prepared using a salt metathesis route in 92% yield. Complexes 1-3 were characterized using H-1 and C-13 NMR spectroscopies. Single-crystal X-ray diffraction analysis of the complexes revealed that 1-3 are isostructural, with the Al-III cation in all cases being five coordinate with distorted square pyramidal geometries. The geometry of complex 1 was studied using DFT, which showed primarily ligand-based frontier molecular orbitals. Reaction of 1 with NaOt-Bu gave (pyNO(-))(2)AlOt-Bu (4), while reaction of 1 with AgBPh4 gave [(pyNO(-))(2)Al(THF)(2)][BPh4] (5) in 54% and 87% yields, respectively. Compounds 4 and 5 were both characterized using H-1 and C-13 NMR spectroscopies and compound 5 by X-ray diffraction. Complexes 1-5 were also characterized by UV-vis electronic absorption spectroscopy and electrochemistry. The cyclic voltammograms of the complexes show two separate oxidation process, the potentials of which are dependent on both the substitution pattern of the (R)pyNO(-) ligands and the anion that completes the aluminum coordination sphere. A correlation was determined between the chemical shift of the t-Bu of the (R)pyNO(-) ligand in the H-1 NMR spectroscopy and the potentials of the redox events for complexes 1-4.

  DOI：

  10.1021/acs.inorgchem.5b01941

文献信息

• BENZIMIDAZOLONE DERIVATIVES AS BROMODOMAIN INHIBITORS
  申请人：Gilead Sciences, Inc.

  公开号：US20140296246A1

  公开（公告）日：2014-10-02

  This application relates to chemical compounds which may act as inhibitors of, or which may otherwise modulate the activity of, a bromodomain-containing protein, including bromodomain-containing protein 4 (BRD4), and to compositions and formulations containing such compounds, and methods of using and making such compounds. Compounds include compounds of Formula (I) wherein R 1a , R 1b , R 2a , R 2b , R 3 , and X are described herein.

  本申请涉及一种化合物，它可以作为溴域含有蛋白质（包括溴域含有蛋白质4（BRD4））的抑制剂或调节剂，以及包含这种化合物的组合物和配方，以及使用和制备这种化合物的方法。该化合物包括公式（I）中所描述的R1a，R1b，R2a，R2b，R3和X的化合物。
• US9255089B2
  申请人：——

  公开号：US9255089B2

  公开（公告）日：2016-02-09
• Synthesis and Characterization of Aluminum Complexes of Redox-Active Pyridyl Nitroxide Ligands
  作者：Andrew M. Poitras、Justin A. Bogart、Bren E. Cole、Patrick J. Carroll、Eric J. Schelter、Christopher R. Graves

  DOI：10.1021/acs.inorgchem.5b01941

  日期：2015.11.16

  The aluminum complexes ((R)pyNO(-))(2)AlCl ((R)pyNO(-) = N-tert-butyl-N-(2-pyridyl)nitroxyl; R = H (1), CH3 (2), CF3 (3)) were prepared in 80-98% yield through the protonolysis reaction between the pyridyl hydroxylamine ligand precursors (R)pyNOH and dimethylaluminum chloride. Complex 1 was also prepared using a salt metathesis route in 92% yield. Complexes 1-3 were characterized using H-1 and C-13 NMR spectroscopies. Single-crystal X-ray diffraction analysis of the complexes revealed that 1-3 are isostructural, with the Al-III cation in all cases being five coordinate with distorted square pyramidal geometries. The geometry of complex 1 was studied using DFT, which showed primarily ligand-based frontier molecular orbitals. Reaction of 1 with NaOt-Bu gave (pyNO(-))(2)AlOt-Bu (4), while reaction of 1 with AgBPh4 gave [(pyNO(-))(2)Al(THF)(2)][BPh4] (5) in 54% and 87% yields, respectively. Compounds 4 and 5 were both characterized using H-1 and C-13 NMR spectroscopies and compound 5 by X-ray diffraction. Complexes 1-5 were also characterized by UV-vis electronic absorption spectroscopy and electrochemistry. The cyclic voltammograms of the complexes show two separate oxidation process, the potentials of which are dependent on both the substitution pattern of the (R)pyNO(-) ligands and the anion that completes the aluminum coordination sphere. A correlation was determined between the chemical shift of the t-Bu of the (R)pyNO(-) ligand in the H-1 NMR spectroscopy and the potentials of the redox events for complexes 1-4.