tert-butyl [6-[3-amino-5-(trifluoromethyl)phenyl]-3-(isopropylamino)-2-oxopyrazin-1(2H)-yl]acetate | 510771-55-8

• 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 [6-[3-amino-5-(trifluoromethyl)phenyl]-3-(isopropylamino)-2-oxopyrazin-1(2H)-yl]acetate
• 英文别名: 2-Oxo-3-(isopropylamino)-6-[3-amino-5-(trifluoromethyl)phenyl]-1,2-dihydropyrazine-1-acetic acid tert-butyl ester；tert-butyl 2-[6-[3-amino-5-(trifluoromethyl)phenyl]-2-oxo-3-(propan-2-ylamino)pyrazin-1-yl]acetate
• CAS: 510771-55-8
• 化学式: C₂₀H₂₅F₃N₄O₃
• 分子量: 426.439
• InChiKey: KKOPAHLFXSONQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  97
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  tert-butyl [6-bromo-3-(isopropylamino)-2-oxopyrazin-1(2H)-yl]acetate 、 3-氨基-5-三氟甲基苯硼酸频那醇酯 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 18.0h， 以93%的产率得到tert-butyl [6-[3-amino-5-(trifluoromethyl)phenyl]-3-(isopropylamino)-2-oxopyrazin-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

• [EN] PRODRUGS OF SUBSTITUTED POLYCYCLIC COMPOUNDS USEFUL FOR SELECTIVE INHIBITION OF THE COAGULATION CASCADE<br/>[FR] PROMEDICAMENTS DE COMPOSES POLYCYCLIQUES SUBSTITUES UTILES POUR L'INHIBITION SELECTIVE DE LA CASCADE DE LA COAGULATION
  申请人：PHARMACIA CORP

  公开号：WO2003028729A2

  公开（公告）日：2003-04-10

  The present invention relates to prodrug compounds, comprising a 5- or 6- membered heterocyclic or aromatic ring substituted with a derivatized amidine, as well as compositions and methods useful for preventing and treating thrombotic conditions in mammals. The prodrug compounds of the present invention selectively inhibit certain proteases of the coagulation cascade.
• 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