tert-butyl (6-(pyrimidin-5-yloxy)pyrazin-2-yl)carbamate | 1620203-24-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl (6-(pyrimidin-5-yloxy)pyrazin-2-yl)carbamate
• CAS: 1620203-24-8
• 化学式: C₁₃H₁₅N₅O₃
• 分子量: 289.294
• InChiKey: PKSUYQKCRMWHOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  99.12
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (6-(pyrimidin-5-yloxy)pyrazin-2-yl)carbamate 在 三氟乙酸 、 三氯氧磷 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 4-chloro-N-(6-(pyrimidin-5-yloxy)pyrazin-2-yl)picolinamide
  参考文献：
  名称：

  Discovery of VU0431316: A negative allosteric modulator of mGlu5 with activity in a mouse model of anxiety

  摘要：

  Development of SAR in an aryl ether series of mGlu(5) NAMs leading to the identification of pyrazine analog VU0431316 is described in this Letter. VU0431316 is a potent and selective non-competitive antagonist of mGlu(5) that binds at a known allosteric binding site. VU0431316 demonstrates an attractive DMPK profile, including moderate clearance and good bioavailability in rats. Intraperitoneal (IP) dosing of V1J0431316 in a mouse marble burying model of anxiety, an assay known to be sensitive to mGlu(5) antagonists and other anxiolytics, produced dose proportional effects. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.06.003
• 作为产物：
  描述：

  氨基甲酸叔丁酯 、 5-((6-chloropyrazin-2-yl)oxy)pyrimidine 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 2-二-叔丁膦基-2',4',6'-三异丙基联苯 作用下， 以 甲苯 为溶剂， 以46%的产率得到tert-butyl (6-(pyrimidin-5-yloxy)pyrazin-2-yl)carbamate
  参考文献：
  名称：

  Discovery of VU0431316: A negative allosteric modulator of mGlu5 with activity in a mouse model of anxiety

  摘要：

  Development of SAR in an aryl ether series of mGlu(5) NAMs leading to the identification of pyrazine analog VU0431316 is described in this Letter. VU0431316 is a potent and selective non-competitive antagonist of mGlu(5) that binds at a known allosteric binding site. VU0431316 demonstrates an attractive DMPK profile, including moderate clearance and good bioavailability in rats. Intraperitoneal (IP) dosing of V1J0431316 in a mouse marble burying model of anxiety, an assay known to be sensitive to mGlu(5) antagonists and other anxiolytics, produced dose proportional effects. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.06.003