3-[3-(N'-benzhydrylidene-hydrazino)-6-chloro-2-dimethoxymethylphenoxy]-5-chlorobenzonitrile | 1360621-09-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[3-(N'-benzhydrylidene-hydrazino)-6-chloro-2-dimethoxymethylphenoxy]-5-chlorobenzonitrile
• 英文别名: 3-[3-(2-Benzhydrylidenehydrazinyl)-6-chloro-2-(dimethoxymethyl)phenoxy]-5-chlorobenzonitrile
• CAS: 1360621-09-5
• 化学式: C₂₉H₂₃Cl₂N₃O₃
• 分子量: 532.426
• InChiKey: MQVPIMUFWLJLLY-UHFFFAOYSA-N

物化性质

• 沸点：
  585.9±60.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  75.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-[3-(N'-benzhydrylidene-hydrazino)-6-chloro-2-dimethoxymethylphenoxy]-5-chlorobenzonitrile 、 3-(溴甲基)-1H-吡唑并[3,4-b]吡啶-1-羧酸叔丁酯 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 1.42h， 生成 tert-butyl 3-((1-(4-chloro-3-(3-chloro-5-cyanophenoxy)-2-(dimethoxymethyl)phenyl)-2-(diphenylmethylene)hydrazineyl)methyl)-1H-pyrazolo[3,4-b]pyridine-1-carboxylate
  参考文献：
  名称：

  Process Development and Large-Scale Synthesis of MK-6186, a Non-Nucleoside Reverse Transcriptase Inhibitor for the Treatment of HIV

  摘要：

  A new synthetic route has been developed to drug candidate 1, a second-generation NNRTI being developed as a potential treatment of HIV. Regiocontrol in a key alkylation step was achieved by selective N-alkylation of hydrazone 13. After a deprotection and cyclisation sequence, 1 was isolated in six steps in 35% overall yield from readily available starting materials.

  DOI：

  10.1021/op200334x
• 作为产物：
  描述：

  3-(3-bromo-6-chloro-2-formylphenoxy)-5-chlorobenzonitrile 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 对甲苯磺酸 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 20.0h， 生成 3-[3-(N'-benzhydrylidene-hydrazino)-6-chloro-2-dimethoxymethylphenoxy]-5-chlorobenzonitrile
  参考文献：
  名称：

  Process Development and Large-Scale Synthesis of MK-6186, a Non-Nucleoside Reverse Transcriptase Inhibitor for the Treatment of HIV

  摘要：

  A new synthetic route has been developed to drug candidate 1, a second-generation NNRTI being developed as a potential treatment of HIV. Regiocontrol in a key alkylation step was achieved by selective N-alkylation of hydrazone 13. After a deprotection and cyclisation sequence, 1 was isolated in six steps in 35% overall yield from readily available starting materials.

  DOI：

  10.1021/op200334x