3-methyl-1-phenyl-4-p-tolyl-1H-pyrazol-5-amine | 895015-02-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-methyl-1-phenyl-4-p-tolyl-1H-pyrazol-5-amine
• 英文别名: 5-Methyl-2-phenyl-4-p-tolyl-2H-pyrazol-3-ylamine；5-methyl-4-(4-methylphenyl)-2-phenylpyrazol-3-amine
• CAS: 895015-02-8
• 化学式: C₁₇H₁₇N₃
• 分子量: 263.342
• InChiKey: WMZFCQHFYXBSCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4,4-dimethyl-2,6-dioxo-cyclohexyl)-phenyl-iodonium betaine 、 3-methyl-1-phenyl-4-p-tolyl-1H-pyrazol-5-amine 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 silver trifluoroacetate 作用下， 以75 %的产率得到7,11,11-trimethyl-8-(p-tolyl)-11,12-dihydro-9H-dibenzo[d,f]pyrazolo[1,5-a][1,3]diazepin-13(10H)-one
  参考文献：
  名称：

  Rh(iii)-catalyzed selective mono- and dual-functionalization/cyclization of 1-aryl-5-aminopyrazoles with iodonium ylides

  摘要：

  通过 Rh(iii) 催化的选择性单-和双-C-H 键官能化/环化反应，在易得的 1-芳基-5-氨基吡唑和碘鎓酰化物之间高效合成了高官能化苯并二氮杂卓骨架。

  DOI：

  10.1039/d3cc05266d
• 作为产物：
  描述：

  5-氨基-3-甲基-1-苯基吡唑 、 4-甲苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 N-碘代丁二酰亚胺 、 碳酸氢钠 作用下， 以 乙醇 、 水 为溶剂， 反应 18.0h， 以60%的产率得到3-methyl-1-phenyl-4-p-tolyl-1H-pyrazol-5-amine
  参考文献：
  名称：

  Pd-catalyzed direct arylation of phenylpyrazole: Synthesis of fipronil derivatives with aryl boronic acids promoted by a stoichiometric amount of NIS

  摘要：

  The palladium-catalyzed direct arylation of phenylpyrazole with aryl boronic acid promoted by a stoichiometric amount of NIS has been reported. Several phenyl pyrazoles, especially for those with trifluoromethyl groups, can participate in the reaction, providing a series of fipronil derivatives of 4-aryl-phenylpyrazole with potential bioactivity in moderate to good yields. All the compounds were characterized by H-1 NMR, C-13 NMR and FIRMS spectroscopic techniques. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.02.007

文献信息

• Pd-catalyzed direct arylation of phenylpyrazole: Synthesis of fipronil derivatives with aryl boronic acids promoted by a stoichiometric amount of NIS
  作者：Ting Lv、Xiao-Hong Zhang、Jiang-Sheng Han、Ping Zhong

  DOI：10.1016/j.jfluchem.2012.02.007

  日期：2012.5

  The palladium-catalyzed direct arylation of phenylpyrazole with aryl boronic acid promoted by a stoichiometric amount of NIS has been reported. Several phenyl pyrazoles, especially for those with trifluoromethyl groups, can participate in the reaction, providing a series of fipronil derivatives of 4-aryl-phenylpyrazole with potential bioactivity in moderate to good yields. All the compounds were characterized by H-1 NMR, C-13 NMR and FIRMS spectroscopic techniques. (c) 2012 Elsevier B.V. All rights reserved.
• Rh(<scp>iii</scp>)-catalyzed selective mono- and dual-functionalization/cyclization of 1-aryl-5-aminopyrazoles with iodonium ylides
  作者：Longkun Chen、Mingshuai Zhang、Meichen Liu、Zhuoyuan Liu、Yuetong Qiu、Zhilai Zhang、Fuchao Yu、Jiuzhong Huang

  DOI：10.1039/d3cc05266d

  日期：——

  Highly functionalized benzodiazepine skeletons were efficiently synthesized via a Rh(iii)-catalyzed selective mono- and dual-C–H bond functionalization/cyclization reaction between readily available 1-aryl-5-aminopyrazoles and iodonium ylides under.

  通过 Rh(iii) 催化的选择性单-和双-C-H 键官能化/环化反应，在易得的 1-芳基-5-氨基吡唑和碘鎓酰化物之间高效合成了高官能化苯并二氮杂卓骨架。