N-methyl-bis(pyrazolyl)pyridine

• 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-methyl-bis(pyrazolyl)pyridine
• 英文别名: 1-methyl-3-[6-(4,5,6,7-tetrahydro-1H-indazol-3-yl)pyridin-2-yl]-4,5,6,7-tetrahydroindazole
• 化学式: C₂₀H₂₃N₅
• 分子量: 333.436
• InChiKey: IKJJUXWZSITYRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  、 N-methyl-bis(pyrazolyl)pyridine 以 乙二醇 为溶剂， 以55%的产率得到
  参考文献：
  名称：

  Zadykowicz, Jerzy; Potvin, Pierre G., Inorganic Chemistry, 1999, vol. 38, # 10, p. 2434 - 2441

  摘要：

  DOI：
• 作为产物：
  描述：

  碘甲烷 、 2,6-Bis(1H-4,5,6,7-tetrahydrobenzopyrazol-3-yl)pyridine 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以24%的产率得到2,6-Bis(1-methyl-4,5,6,7-tetrahydrobenzopyrazol-3-yl)pyridine
  参考文献：
  名称：

  Chelation-Controlled Regioselectivity in the Synthesis of Substituted Pyrazolylpyridine Ligands. 3. Unsymmetrically Substituted Tridentates and Ditopic Bis(tridentates) en Route to Singly Stranded Helicates

  摘要：

  A strategy for the synthesis of helical multinuclear complexes (helicates) of any length is outlined, making use of ditopic ligands to bridge between metals and monotopic ligands to cap the chain's termini. We present the syntheses of both ditopic and monotopic ligands with tridentate binding units for octahedral metals, in liposoluble and functionalized varieties. Of special interest are ligands bearing benzoic acid or toluic acid side-chains which can ionize and serve as counteranions. Several singly N(1)-substituted 2,6-bis(4,5,6,7-tetrahydroindazol-3-yl)pyridines were prepared by regioselective, chelation-controlled mono;ni-alkylation or -arylation of the tautomeric N,N'-H-2 parent compound. These were then either coupled with CH2 linkages to provide the ditopic ligands or were further N-functionalized to give unsymmetrically substituted capping ligands. The regiochemistry of the N-substitutions and the ring-to-ring conformations were ascertained by H-1 NMR spectra with and without added complexands (H+, D+, Zn2+, and Na+). The formation of a bis(ZnBr2) adduct confirmed the independence of the metal binding sites while Na+ formed the 2:2 helicate.

  DOI：

  10.1021/jo970815z

文献信息

• Zadykowicz, Jerzy; Potvin, Pierre G., Journal of Heterocyclic Chemistry, 1999, vol. 36, # 3, p. 623 - 624
  作者：Zadykowicz, Jerzy、Potvin, Pierre G.

  DOI：——

  日期：——
• Chelation-Controlled Regioselectivity in the Synthesis of Substituted Pyrazolylpyridine Ligands. 3. Unsymmetrically Substituted Tridentates and Ditopic Bis(tridentates) en Route to Singly Stranded Helicates
  作者：Jerzy Zadykowicz、Pierre G. Potvin

  DOI：10.1021/jo970815z

  日期：1998.1.1

  A strategy for the synthesis of helical multinuclear complexes (helicates) of any length is outlined, making use of ditopic ligands to bridge between metals and monotopic ligands to cap the chain's termini. We present the syntheses of both ditopic and monotopic ligands with tridentate binding units for octahedral metals, in liposoluble and functionalized varieties. Of special interest are ligands bearing benzoic acid or toluic acid side-chains which can ionize and serve as counteranions. Several singly N(1)-substituted 2,6-bis(4,5,6,7-tetrahydroindazol-3-yl)pyridines were prepared by regioselective, chelation-controlled mono;ni-alkylation or -arylation of the tautomeric N,N'-H-2 parent compound. These were then either coupled with CH2 linkages to provide the ditopic ligands or were further N-functionalized to give unsymmetrically substituted capping ligands. The regiochemistry of the N-substitutions and the ring-to-ring conformations were ascertained by H-1 NMR spectra with and without added complexands (H+, D+, Zn2+, and Na+). The formation of a bis(ZnBr2) adduct confirmed the independence of the metal binding sites while Na+ formed the 2:2 helicate.
• Zadykowicz, Jerzy; Potvin, Pierre G., Inorganic Chemistry, 1999, vol. 38, # 10, p. 2434 - 2441
  作者：Zadykowicz, Jerzy、Potvin, Pierre G.

  DOI：——

  日期：——