ethyl 5-methoxy-2-(pyridin-2-yl)benzoate | 1128193-20-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: ethyl 5-methoxy-2-(pyridin-2-yl)benzoate
• 英文别名: ethyl 3-methoxy-6-(2-pyridyl)benzoate；Ethyl 5-methoxy-2-pyridin-2-ylbenzoate；ethyl 5-methoxy-2-pyridin-2-ylbenzoate
• CAS: 1128193-20-3
• 化学式: C₁₅H₁₅NO₃
• 分子量: 257.289
• InChiKey: RRSVEOVPAWGBQN-UHFFFAOYSA-N

物化性质

• 熔点：
  57.5-58.3 °C
• 沸点：
  410.8±40.0 °C(predicted)
• 密度：
  1.136±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(4-甲氧基苯基)吡啶 、 氯甲酸乙酯 在 tris(triphenylphosphine)ruthenium(II) chloride 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以47%的产率得到ethyl 5-methoxy-2-(pyridin-2-yl)benzoate
  参考文献：
  名称：

  Kochi, Takuya; Urano, Seiya; Seki, Hajime, Journal of the American Chemical Society, 2009, vol. 131, p. 2792 - 2793

  摘要：

  DOI：

文献信息

• New Reactivity of Oxaziridine: Pd(II)-Catalyzed Aromatic C–H Ethoxycarbonylation via C–C Bond Cleavage
  作者：Xingao Peng、Yingguang Zhu、Thomas A. Ramirez、Baoguo Zhao、Yian Shi

  DOI：10.1021/ol2021252

  日期：2011.10.7

  A novel Pd(II)-catalyzed aromatic C-H ethoxycarbonylation with oxaziridine involving C-C bond cleavage is described. Various aromatic 2-phenylpyridines and related compounds as well as aryl ureas can be effectively ethoxycarbonylated. A catalytic cycle involving Pd(II) and Pd(IV) is proposed.
• Palladium-Catalyzed Direct Alkoxycarbonylation of Aromatic CH Bonds<i>via</i>Selective CC Cleavage of α-Keto Esters
  作者：Wei Zhou、Pinhua Li、Yicheng Zhang、Lei Wang

  DOI：10.1002/adsc.201300436

  日期：2013.8.12

  AbstractA novel palladium‐catalyzed direct alkoxycarbonylation of 2‐arylpyridines, 2‐arylquinolines, benzo[h]quinolines, 2‐phenylpyrimidines, N‐pyrimidine pyrroles and N‐pyrimidine indoles via aromatic CH bond activation and selective CC cleavage of α‐keto esters has been developed. The method has the advantages of wide functional group tolerance, high selectivity, broad range of substrates and good yields.magnified image
• Palladium-Catalyzed Decarboxylative <i>Ortho</i>-Ethoxycarbonylation of <i>O</i>-Methyl Ketoximes and 2-Arylpyridines with Potassium Oxalate Monoester
  作者：Zhong-Yuan Li、Guan-Wu Wang

  DOI：10.1021/acs.orglett.5b02422

  日期：2015.10.2

  A novel method for introducing an ester group via palladium-catalyzed ligand-directed C-H activation has been explored. The ortho-ethoxycarbonylation of O-methyl ketoximes proceeded smoothly with the nontoxic and easily handled reagent potassium oxalate monoester, affording the desired products in moderate to good yields. Furthermore, pyridine could also be employed as a directing group to obtain similar results in this transformation.
• Kochi, Takuya; Urano, Seiya; Seki, Hajime, Journal of the American Chemical Society, 2009, vol. 131, p. 2792 - 2793
  作者：Kochi, Takuya、Urano, Seiya、Seki, Hajime、Mizushima, Eiichiro、Sato, Mitsuo、Kakiuchi, Fumitoshi

  DOI：——

  日期：——