tert-butyl [3-(isopropylamino)-2-oxo-6-(phenylethynyl)pyrazin-1(2H)-yl]acetate | 1224100-68-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl [3-(isopropylamino)-2-oxo-6-(phenylethynyl)pyrazin-1(2H)-yl]acetate
• 英文别名: Tert-butyl 2-[2-oxo-6-(2-phenylethynyl)-3-(propan-2-ylamino)pyrazin-1-yl]acetate；tert-butyl 2-[2-oxo-6-(2-phenylethynyl)-3-(propan-2-ylamino)pyrazin-1-yl]acetate
• CAS: 1224100-68-8
• 化学式: C₂₁H₂₅N₃O₃
• 分子量: 367.448
• InChiKey: NODAWFIPFMGLEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  71
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tert-butyl [6-bromo-3-(isopropylamino)-2-oxopyrazin-1(2H)-yl]acetate 、 苯乙炔 在 copper(l) iodide 、 trans-bis(triphenylphosphine)palladium dichloride 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 以84%的产率得到tert-butyl [3-(isopropylamino)-2-oxo-6-(phenylethynyl)pyrazin-1(2H)-yl]acetate
  参考文献：
  名称：

  Synthesis of a versatile 2 (1H)-pyrazinone core for the preparation of Tissue Factor-Factor VIIa inhibitors

  摘要：

  A new, general synthetic route to 2(1H)-pyrazinones 11 is described The four-step synthesis is accomplished utilizing a regioselective hydrolysis and N-alkylation These compounds efficiently undergo metal-catalyzed cross-coupling reactions to install P2 diversity groups in the 6-position, which can be used to refine the SAR of the S2 pocket of the Tissue Factor/Factor VIIa (TF/VIIa) complex (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.02.026

文献信息

• Synthesis of a versatile 2 (1H)-pyrazinone core for the preparation of Tissue Factor-Factor VIIa inhibitors
  作者：Darin E. Jones、Michael S. South

  DOI：10.1016/j.tet.2010.02.026

  日期：2010.4

  A new, general synthetic route to 2(1H)-pyrazinones 11 is described The four-step synthesis is accomplished utilizing a regioselective hydrolysis and N-alkylation These compounds efficiently undergo metal-catalyzed cross-coupling reactions to install P2 diversity groups in the 6-position, which can be used to refine the SAR of the S2 pocket of the Tissue Factor/Factor VIIa (TF/VIIa) complex (C) 2010 Elsevier Ltd All rights reserved