1-amino-3-ethyl-1H-pyrrole-2,4-dicarboxylic acid diethyl ester | 869066-98-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-amino-3-ethyl-1H-pyrrole-2,4-dicarboxylic acid diethyl ester
• 英文别名: Diethyl 1-amino-3-ethyl-1H-pyrrole-2,4-dicarboxylate；diethyl 1-amino-3-ethylpyrrole-2,4-dicarboxylate
• CAS: 869066-98-8
• 化学式: C₁₂H₁₈N₂O₄
• 分子量: 254.286
• InChiKey: OOXOSCCNYOFROE-UHFFFAOYSA-N

物化性质

• 沸点：
  417.6±55.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1-amino-3-ethyl-1H-pyrrole-2,4-dicarboxylic acid diethyl ester 在 氯化亚砜 、 二异丁基氢化铝 、 三乙胺 、 N,N-二甲基甲酰胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 [4-(1-Benzyl-1H-indazol-5-ylamino)-5-ethyl-pyrrolo[2,1-f][1,2,4]triazin-6-yl]-acetonitrile
  参考文献：
  名称：

  New dual inhibitors of EGFR and HER2 protein tyrosine kinases

  摘要：

  A novel series of dual EGFR and HER2 inhibitors based on the pyrrolo[2,1-f][1,2,4]triazine nucleus is described. A general route toward their synthesis, which enables functionalization at multiple sites, has been developed. Biological evaluation in enzymatic and cell-based assays has identified a series of C-6 carbamates with potent biochemical and cellular activities.

  DOI：

  10.1016/j.bmcl.2005.07.027
• 作为产物：
  描述：

  2,4-二乙基-3-乙基-1H-吡咯-2,4-二羧酸酯 在 sodium hypochlorite 、 甲基三辛基氯化铵 、 氯化铵 作用下， 以 ammonium hydroxide 、 sodium hydroxide 为溶剂， 以96%的产率得到1-amino-3-ethyl-1H-pyrrole-2,4-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  An efficient electrophilic N-amination utilizing in situ generated chloramine under phase transfer conditions

  摘要：

  An efficient, one-pot, phase transfer N-amination technology was developed. The protocol utilizes chloramine, an inexpensive and safe electrophilic aminating agent potentially viable for commercial manufacturing. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.102

文献信息

• New dual inhibitors of EGFR and HER2 protein tyrosine kinases
  作者：Brian E. Fink、Gregory D. Vite、Harold Mastalerz、John F. Kadow、Soong-Hoon Kim、Kenneth J. Leavitt、Karen Du、Donald Crews、Toomas Mitt、Tai W. Wong、John T. Hunt、Dolatrai M. Vyas、John S. Tokarski

  DOI：10.1016/j.bmcl.2005.07.027

  日期：2005.11

  A novel series of dual EGFR and HER2 inhibitors based on the pyrrolo[2,1-f][1,2,4]triazine nucleus is described. A general route toward their synthesis, which enables functionalization at multiple sites, has been developed. Biological evaluation in enzymatic and cell-based assays has identified a series of C-6 carbamates with potent biochemical and cellular activities.
• An efficient electrophilic N-amination utilizing in situ generated chloramine under phase transfer conditions
  作者：Apurba Bhattacharya、Nitin C. Patel、Robert Erik Plata、Michael Peddicord、Qingmei Ye、Luca Parlanti、Venkatapuram A. Palaniswamy、John A. Grosso

  DOI：10.1016/j.tetlet.2006.05.102

  日期：2006.7

  An efficient, one-pot, phase transfer N-amination technology was developed. The protocol utilizes chloramine, an inexpensive and safe electrophilic aminating agent potentially viable for commercial manufacturing. (c) 2006 Elsevier Ltd. All rights reserved.