ethyl 5-iodo-1-phenyl-1H-pyrazole-4-carboxylate | 110821-41-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 5-iodo-1-phenyl-1H-pyrazole-4-carboxylate
• 英文别名: Ethyl 5-iodo-1-phenylpyrazole-4-carboxylate
• CAS: 110821-41-5
• 化学式: C₁₂H₁₁IN₂O₂
• 分子量: 342.136
• InChiKey: SANRVGQLKMTEOU-UHFFFAOYSA-N

物化性质

• 熔点：
  96-97 °C(Solv: ethanol (64-17-5))
• 沸点：
  389.1±22.0 °C(Predicted)
• 密度：
  1.67±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 5-iodo-1-phenyl-1H-pyrazole-4-carboxylate 在 4-二甲氨基吡啶 、 tris-(dibenzylideneacetone)dipalladium(0) 、 草酰氯 、 三(2-呋喃基)膦 、 sodium hydride 、 三乙胺 、 N,N-二甲基甲酰胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Design and synthesis of constrained analogs of LCRF-0004 as potent RON tyrosine kinase inhibitors

  摘要：

  New fused bicyclic lactam head groups as rigidified analogs of thieno[3,2-b] pyridine-based kinase inhibitor LCRF-0004 were designed and synthesized. Depending on the functionalities and the size of these bicyclic head groups, potent inhibitors of RON tyrosine kinase with various level of selectivity against c-Met tyrosine kinase were obtained. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.06.034
• 作为产物：
  描述：

  2-氰基-3-乙氧基丙烯酸乙酯 在 异戊腈 、 碘 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 ethyl 5-iodo-1-phenyl-1H-pyrazole-4-carboxylate
  参考文献：
  名称：

  Design and synthesis of constrained analogs of LCRF-0004 as potent RON tyrosine kinase inhibitors

  摘要：

  New fused bicyclic lactam head groups as rigidified analogs of thieno[3,2-b] pyridine-based kinase inhibitor LCRF-0004 were designed and synthesized. Depending on the functionalities and the size of these bicyclic head groups, potent inhibitors of RON tyrosine kinase with various level of selectivity against c-Met tyrosine kinase were obtained. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.06.034

文献信息

• A safe and reliable procedure for the iododeamination of aromatic and heteroaromatic amines in a continuous flow reactor
  作者：Laia Malet-Sanz、Julia Madrzak、Rhian S. Holvey、Toby Underwood

  DOI：10.1016/j.tetlet.2009.10.007

  日期：2009.12

  A method for the safe and reliable iododeamination of aromatic and heteroaromatic amines under copper-free conditions is described and its scope is evaluated. (C) 2009 Elsevier Ltd. All rights reserved.
• Beck, James R.; Gajewski, Robert P.; Lynch, Michael P., Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 267 - 270
  作者：Beck, James R.、Gajewski, Robert P.、Lynch, Michael P.、Wright, Fred L.

  DOI：——

  日期：——
• BECK J. R.; GEJEWSKI R. P.; LYNCH M. P.; WRIGHT F. L., J. HETEROCYCL. CHEM., 24,(1987) N 1, 267-270
  作者：BECK J. R.、 GEJEWSKI R. P.、 LYNCH M. P.、 WRIGHT F. L.

  DOI：——

  日期：——