methyl 4-(dibromomethyl)nicotinate | 62807-57-2

• 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: methyl 4-(dibromomethyl)nicotinate
• 英文别名: 4-dibromomethyl-nicotinic acid methyl ester；4-Dibrommethyl-3-methoxycarbonylpyridin；Methyl 4-(dibromomethyl)pyridine-3-carboxylate；methyl 4-(dibromomethyl)pyridine-3-carboxylate
• CAS: 62807-57-2
• 化学式: C₈H₇Br₂NO₂
• 分子量: 308.957
• InChiKey: AEFLULWDPXXZEO-UHFFFAOYSA-N

物化性质

• 沸点：
  350.8±42.0 °C(Predicted)
• 密度：
  1.884±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 4-(dibromomethyl)nicotinate 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以93%的产率得到3H-吡啶并[3,4-d]哒嗪-4-酮
  参考文献：
  名称：

  Tetrahydropyrido[d]pyridazinones—promising scaffolds for drug discovery

  摘要：

  An approach to the synthesis of all possible tetrahydropyrido[d]pyridazinones has been developed. The method relies on the catalytic hydrogenation of the corresponding aromatic counterparts, which were obtained by cyclization of the relevant dibromomethyl-substituted pyridinecarboxylates with hydrazine. The synthetic schemes include 4-5 steps starting from commercially available materials. The tetrahydropyrido[d]pyridazinone scaffolds are combinations of a saturated heterocycle (piperidine) and a privileged aromatic heterocycle (pyridazinone); hence they are promising starting points for the design in medicinal chemistry. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.06.029
• 作为产物：
  描述：

  4-甲基烟酸甲酯 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 反应 16.0h， 以83%的产率得到methyl 4-(dibromomethyl)nicotinate
  参考文献：
  名称：

  Tetrahydropyrido[d]pyridazinones—promising scaffolds for drug discovery

  摘要：

  An approach to the synthesis of all possible tetrahydropyrido[d]pyridazinones has been developed. The method relies on the catalytic hydrogenation of the corresponding aromatic counterparts, which were obtained by cyclization of the relevant dibromomethyl-substituted pyridinecarboxylates with hydrazine. The synthetic schemes include 4-5 steps starting from commercially available materials. The tetrahydropyrido[d]pyridazinone scaffolds are combinations of a saturated heterocycle (piperidine) and a privileged aromatic heterocycle (pyridazinone); hence they are promising starting points for the design in medicinal chemistry. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.06.029

文献信息

• Tetrahydropyrido[d]pyridazinones—promising scaffolds for drug discovery
  作者：Anatoliy G. Yaremenko、Dmitriy M. Volochnyuk、Vyacheslav V. Shelyakin、Oleksandr O. Grygorenko

  DOI：10.1016/j.tet.2013.06.029

  日期：2013.8

  An approach to the synthesis of all possible tetrahydropyrido[d]pyridazinones has been developed. The method relies on the catalytic hydrogenation of the corresponding aromatic counterparts, which were obtained by cyclization of the relevant dibromomethyl-substituted pyridinecarboxylates with hydrazine. The synthetic schemes include 4-5 steps starting from commercially available materials. The tetrahydropyrido[d]pyridazinone scaffolds are combinations of a saturated heterocycle (piperidine) and a privileged aromatic heterocycle (pyridazinone); hence they are promising starting points for the design in medicinal chemistry. (C) 2013 Published by Elsevier Ltd.