1-乙基吡咯并[1,2-a]吡嗪 | 106100-41-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡嗪类
• 中文名称: 1-乙基吡咯并[1,2-a]吡嗪
• 英文名称: 1-ethylpyrrolo[1,2-a]pyrazine
• 英文别名: 1-Ethylpyrrolo[1,2-a]pyrazine
• CAS: 106100-41-8
• 化学式: C₉H₁₀N₂
• 分子量: 146.192
• InChiKey: CAWIRFPUNOIABS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-乙基吡咯并[1,2-a]吡嗪 、 3-苯基-2-丙烯酰氯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以29%的产率得到(2E)-1-(1-ethylpyrrolo[1,2-a]pyrazin-6-yl)-3-phenyl-2-propen-1-one
  参考文献：
  名称：

  Acylation of pyrrolo[1,2-a]pyrazines

  摘要：

  The acylation of pyrrolo[1,2-a]pyrazines with acetic anhydride and the acid chlorides of various carboxylic acids has been studied. It has been shown that pyrrole[1,2-a]pyrazines are selectively acylated at the alpha-position of the pyrrole ring when it is free. Products of the condensation of 1-methylsubstituted pyrrolo[1,2-a]pyrazines have been obtained for the first time in the process of acetylation.

  DOI：

  10.1007/s10593-008-0026-4

文献信息

• Compounds and Methods for the Treatment of Viruses and Cancer
  申请人：Jorgensen William L.

  公开号：US20100222352A1

  公开（公告）日：2010-09-02

  The present invention relates to compounds according to the formula I: Where R a is H or an optionally OH-substituted C 1 -C 3 alkyl; R 1 is OR 1 , an optionally substituted C 4-12 carbocyclic group which may be saturated or unsaturated (including aromatic) or an optionally substituted heterocyclic group; R 1 is an optionally substituted C 1 -C 14 hydrocarbyl group or an optionally substituted heterocyclic group; R 2 , R 3 and R 4 are each independently H, an optionally substituted C 1 -C 4 alkyl group (preferably CH 3 , CH 2 CH 3 or CF 3 ), halogen (preferably F, Cl, Br), OR, CN, NO 2 , a C 1 -C 6 thioether, a C 1 -C 6 thioester group, an optionally substituted CO 2 R group, an optionally substituted COR group or an optionally substituted OCOR group (preferably R 4 is H); R is H or an optionally substituted C 1 -C 6 alkyl group; RHET is an optionally substituted heterocyclic group; and pharmaceutically acceptable salts, solvates or polymorphs thereof.

  本发明涉及公式I的化合物：其中R为H或可选择的OH取代的C1-C3烷基; R1为OR1，可选择取代的C4-12碳环基，可饱和或不饱和（包括芳香族）或可选择取代的杂环基; R1为可选择取代的C1-C14烃基或可选择取代的杂环基; R2、R3和R4各自独立地为H、可选择取代的C1-C4烷基（优选为CH3、CH2 或CF3）、卤素（优选为F、Cl、Br）、OR、CN、NO2、C1-C6硫醚、C1-C6硫酯基、可选择取代的CO2R基团、可选择取代的COR基团或可选择取代的OCOR基团（优选R4为H）; R为H或可选择取代的C1-C6烷基; RHET为可选择取代的杂环基;以及其药学上可接受的盐、溶剂或多晶体。
• Nitration of Pyrrolo[1,2-a]pyrazines
  作者：V. I. Terenin、M. A. Butkevich、A. P. Pleshkova

  DOI：10.1007/s10593-005-0320-3

  日期：2005.10
• Trifluoroacetylation of pyrrolo[1,2-a]pyrazines
  作者：V. I. Terenin、E. V. Kabanova、N. A. Tselishcheva、A. S. Ivanov、N. V. Zyk

  DOI：10.1007/s10593-007-0162-2

  日期：2007.8
• Formylation of pyrrolo-[1,2-a]pyrazines
  作者：V. I. Terenin、M. A. Butkevich、A. S. Ivanov、N. A. Tselischeva、E. V. Kabanova

  DOI：10.1007/s10593-008-0010-z

  日期：2008.1

  The formylation of pyrrolo[1,2-a]pyrazines containing alkyl, aryl, or hetaryl substituents in positions 1 and 6 of the heterocycle has been studied. It has been shown that formylation of 1-phenyl-and 1-(2 thienyl)pyrrolo[1,2-a]pyrazine occurs selectively at the alpha-position of the pyrrole ring. In all of the remaining examples the reaction course depends on substituent, reagent ratio, and reaction time.