4-(Phenylmethyl)-4H-imidazo<4,5-b>pyridine | 105942-39-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 4-(Phenylmethyl)-4H-imidazo<4,5-b>pyridine
• 英文别名: 4-benzylimidazo<4,5-b>pyridine；4-Benzylimidazo[4,5-b]pyridine
• CAS: 105942-39-0
• 化学式: C₁₃H₁₁N₃
• 分子量: 209.25
• InChiKey: RHANWYZLBIKHJV-UHFFFAOYSA-N

物化性质

• 沸点：
  378.8±35.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(Phenylmethyl)-4H-imidazo<4,5-b>pyridine 生成 3-(Phenylmethyl)-3H-imidazo<4,5-b>pyridine
  参考文献：
  名称：

  YUTILOV, YU. M.;MIXAJLOVA, L. E.;IGNATENKO, A. G., ZH. ORGAN. XIMII, 1986, 22, N 2, 445-446

  摘要：

  DOI：
• 作为产物：
  描述：

  4-benzylimidazo<4,5-b>pyridinium chloride 在 conc. alkali 作用下， 以83%的产率得到4-(Phenylmethyl)-4H-imidazo<4,5-b>pyridine
  参考文献：
  名称：

  Yutilov, Yu. M.; Mikhailova, L. E.; Ignatenko, A. G., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, p. 394 - 395

  摘要：

  DOI：

文献信息

• Facile, Regioselective Syntheses of N-Alkylated 2,3-Diaminopyridines and Imidazo[4,5-b]pyridines
  作者：Ish K. Khanna、Richard M. Weier、Kirk T. Lentz、Lydia Swenton、David C. Lankin

  DOI：10.1021/jo00109a029

  日期：1995.2

  Useful strategies are reported for the differentiation and selective synthetic manipulations of amino groups at the 2- and 3-positions of pyridines. It has been found that 2,3-diaminopyridine reacts with aldehydes under reductive amination conditions to give predominantly the N-3 alkylated products, which have been used for the regioselective synthesis of N-1 substituted imidazo[4,5-b]pyridines. Investigations using 2-formamido-3-aminopyridine (13), synthesized in two steps from 2-amino-3-nitropyridine, show it to be a versatile intermediate for the regioselective synthesis of either N-1 or N-3 substituted imidazo[4,5-b]pyridines, depending upon the conditions employed. The reductive amination of aldehydes with 13 using borane-pyridine in acetic acid affords the N-1 substituted imidazo[4,5-b]pyridines in one step, whereas reaction of 13 with alkyl halides in the presence of a suitable base (e.g., cesium carbonate) yields the N-3 substituted imidazo[4,5-b]pyridines. The generality of this synthetic methodology is noted.
• Yutilov, Yu. M.; Mikhailova, L. E.; Ignatenko, A. G., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, p. 394 - 395
  作者：Yutilov, Yu. M.、Mikhailova, L. E.、Ignatenko, A. G.

  DOI：——

  日期：——
• YUTILOV, YU. M.;MIXAJLOVA, L. E.;IGNATENKO, A. G., ZH. ORGAN. XIMII, 1986, 22, N 2, 445-446
  作者：YUTILOV, YU. M.、MIXAJLOVA, L. E.、IGNATENKO, A. G.

  DOI：——

  日期：——