3-(二溴甲基)吡啶-2-羧酸甲酯 | 1029720-23-7

• 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
• 中文名称: 3-(二溴甲基)吡啶-2-羧酸甲酯
• 中文别名: 3-(二溴甲基)吡啶甲酸甲酯
• 英文名称: methyl 3-(dibromomethyl)pyridine-2-carboxylate
• 英文别名: Methyl 3-(dibromomethyl)picolinate
• CAS: 1029720-23-7
• 化学式: C₈H₇Br₂NO₂
• 分子量: 308.957
• InChiKey: YTGAZDAXWNQXSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 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

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

反应信息

• 作为反应物：
  描述：

  3-(二溴甲基)吡啶-2-羧酸甲酯 在 platinum(IV) oxide 、 氢气 、 一水合肼 、 三氟乙酸 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 反应 53.0h， 生成 1,3,4,7-tetrahydropyrido[2,3-d]pyridazin-8(2H)-one
  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：

  3-甲基-2-吡啶甲酸 在 N-溴代丁二酰亚胺(NBS) 、 硫酸 作用下， 以 四氯化碳 为溶剂， 反应 16.0h， 生成 3-(二溴甲基)吡啶-2-羧酸甲酯
  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