3-(pyridin-2-yloxy)piperidine-1-carboxylic acid tert-butyl ester | 877168-36-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3-(pyridin-2-yloxy)piperidine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-Butyl 3-(pyridin-2-yloxy)piperidine-1-carboxylate；tert-butyl 3-pyridin-2-yloxypiperidine-1-carboxylate
• CAS: 877168-36-0
• 化学式: C₁₅H₂₂N₂O₃
• 分子量: 278.351
• InChiKey: IHNMPDCWJDHHFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  51.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(pyridin-2-yloxy)piperidine-1-carboxylic acid tert-butyl ester 在 potassium carbonate 、 三氟乙酸 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 1-(4-fluorophenyl)-3-[3-(pyridin-2-yloxy)piperidin-1-yl]propan-1-one
  参考文献：
  名称：

  Synthesis and evaluation of 3-aryl piperidine analogs as potent and efficacious dopamine D4 receptor agonists

  摘要：

  A series of 3-aryl piperidine analogs with 2-piperidinoalkylamino or 2-piperidinoalkyloxy fused bicyclic rings were prepared and found to be potent and efficacious human dopamine D-4 agonists. The synthesis and structure-activity relationship (SAR) studies that led to the identification of these compounds are discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.060
• 作为产物：
  描述：

  2-溴吡啶 、 N-BOC-3-羟基哌啶 在 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以90%的产率得到3-(pyridin-2-yloxy)piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and evaluation of 3-aryl piperidine analogs as potent and efficacious dopamine D4 receptor agonists

  摘要：

  A series of 3-aryl piperidine analogs with 2-piperidinoalkylamino or 2-piperidinoalkyloxy fused bicyclic rings were prepared and found to be potent and efficacious human dopamine D-4 agonists. The synthesis and structure-activity relationship (SAR) studies that led to the identification of these compounds are discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.060

文献信息

• Synthesis and evaluation of 3-aryl piperidine analogs as potent and efficacious dopamine D4 receptor agonists
  作者：Xueqing Wang、Pramila A. Bhatia、Jerome F. Daanen、Steve P. Latsaw、Jeffrey Rohde、Teodozyi Kolasa、Ahmed A. Hakeem、Mark A. Matulenko、Masaki Nakane、Marie E. Uchic、Loan N. Miller、Renjie Chang、Robert B. Moreland、Jorge D. Brioni、Andrew O. Stewart

  DOI：10.1016/j.bmc.2005.04.060

  日期：2005.8

  A series of 3-aryl piperidine analogs with 2-piperidinoalkylamino or 2-piperidinoalkyloxy fused bicyclic rings were prepared and found to be potent and efficacious human dopamine D-4 agonists. The synthesis and structure-activity relationship (SAR) studies that led to the identification of these compounds are discussed. (c) 2005 Elsevier Ltd. All rights reserved.