(+/-)-2-chloro-5-[(2-methyl-2,5-dihydro-1H-pyrrol-2-yl)methoxy]pyridine | 850789-19-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+/-)-2-chloro-5-[(2-methyl-2,5-dihydro-1H-pyrrol-2-yl)methoxy]pyridine
• 英文别名: 2-chloro-5-[(5-methyl-1,2-dihydropyrrol-5-yl)methoxy]pyridine
• CAS: 850789-19-4；850789-24-1
• 化学式: C₁₁H₁₃ClN₂O
• 分子量: 224.69
• InChiKey: XIPDYZWWVMEBIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  34.15
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (+/-)-2-chloro-5-[(2-methyl-2,5-dihydro-1H-pyrrol-2-yl)methoxy]pyridine 生成 (+)-2-chloro-5-[(2-methyl-2,5-dihydro-1H-pyrrol-2-yl)methoxy]pyridine 、 (-)-2-chloro-5-[(2-methyl-2,5-dihydro-1H-pyrrol-2-yl)methoxy]pyridine
  参考文献：
  名称：

  3-(2,5-Dihydro-1H-pyrrol-2-ylmethoxy)pyridines: synthesis and analgesic activity

  摘要：

  We disclose an efficient procedure for the preparation of ethers of 2-substituted 2-hydroxymethylpyrroline and of 2-aminomethyl-3-pyrrolines, involving, as a key step, formation and nucleophilic ring opening of a cyclic sulfamidate. Several new analogs of epibatidine (1) and tebanicline (ABT-594, 2) were prepared and tested for analgesic activity in the mouse formalin model. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.058
• 作为产物：
  描述：

  3a-methyl-3a,6-dihydro-3H-pyrrolo[1,2-c][1,2,3]oxathiazole 1,1-dioxide 在 硫酸 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 (+/-)-2-chloro-5-[(2-methyl-2,5-dihydro-1H-pyrrol-2-yl)methoxy]pyridine
  参考文献：
  名称：

  3-(2,5-Dihydro-1H-pyrrol-2-ylmethoxy)pyridines: synthesis and analgesic activity

  摘要：

  We disclose an efficient procedure for the preparation of ethers of 2-substituted 2-hydroxymethylpyrroline and of 2-aminomethyl-3-pyrrolines, involving, as a key step, formation and nucleophilic ring opening of a cyclic sulfamidate. Several new analogs of epibatidine (1) and tebanicline (ABT-594, 2) were prepared and tested for analgesic activity in the mouse formalin model. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.058