2-(2-fluorophenyl)-2-(2-methoxy-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetonitrile | 1400867-30-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 2-(2-fluorophenyl)-2-(2-methoxy-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetonitrile
• 英文别名: 2-(2-fluorophenyl)-2-(2-methoxy-6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetonitrile
• CAS: 1400867-30-2
• 化学式: C₁₆H₁₅FN₂OS
• 分子量: 302.372
• InChiKey: ZWCBNOGXWGHQQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  64.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-fluorophenyl)-2-(2-methoxy-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetonitrile 在 盐酸 、 sodium hydride 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 普拉格雷
  参考文献：
  名称：

  Efficient synthesis of prasugrel, a novel P2Y12 receptor inhibitor

  摘要：

  An efficient synthesis of prasugrel, a novel P2Y(12) receptor inhibitor, is described. The cyclopropyl-phenyl-ethanone intermediate was prepared by cyanide substitution, bromination, N-substitution, and the Grignard reaction. After acid hydrolyzation of the methyl ether and subsequent acetylation, the title product was obtained with a total yield of 21% after 10 linear steps from simple and commercially available raw materials. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.071
• 作为产物：
  描述：

  4,5,6,7-四氢噻吩[3,2-c]吡啶盐酸盐 在 copper(l) iodide 、 氢溴酸 、 双氧水 、 sodium methylate 、 四丁基硫酸氢铵 、 potassium carbonate 、 溶剂黄146 、 氯甲酸甲酯 、 sodium iodide 作用下， 以 甲醇 、 乙醇 、 乙腈 为溶剂， 生成 2-(2-fluorophenyl)-2-(2-methoxy-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetonitrile
  参考文献：
  名称：

  Efficient synthesis of prasugrel, a novel P2Y12 receptor inhibitor

  摘要：

  An efficient synthesis of prasugrel, a novel P2Y(12) receptor inhibitor, is described. The cyclopropyl-phenyl-ethanone intermediate was prepared by cyanide substitution, bromination, N-substitution, and the Grignard reaction. After acid hydrolyzation of the methyl ether and subsequent acetylation, the title product was obtained with a total yield of 21% after 10 linear steps from simple and commercially available raw materials. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.071

文献信息

• Efficient synthesis of prasugrel, a novel P2Y12 receptor inhibitor
  作者：Xianhua Pan、Rui Huang、Jianshui Zhang、Liping Ding、Weijin Li、Qunhui Zhang、Feng Liu

  DOI：10.1016/j.tetlet.2012.07.071

  日期：2012.10

  An efficient synthesis of prasugrel, a novel P2Y(12) receptor inhibitor, is described. The cyclopropyl-phenyl-ethanone intermediate was prepared by cyanide substitution, bromination, N-substitution, and the Grignard reaction. After acid hydrolyzation of the methyl ether and subsequent acetylation, the title product was obtained with a total yield of 21% after 10 linear steps from simple and commercially available raw materials. (C) 2012 Elsevier Ltd. All rights reserved.