2-chloro-6-p-tolylnicotinic acid | 1246763-98-3

• 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: 2-chloro-6-p-tolylnicotinic acid
• 英文别名: 2-Chloro-6-(4-methylphenyl)pyridine-3-carboxylic acid
• CAS: 1246763-98-3
• 化学式: C₁₃H₁₀ClNO₂
• 分子量: 247.681
• InChiKey: FACBWJCEIPCTIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-6-p-tolylnicotinic acid 、 dibenzo[b,d]iodol-5-ium trifluoromethanesulfonate 在 potassium carbonate 、 palladium dichloride 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 12.0h， 以77%的产率得到2-(p-tolyl)dibenzo[f,h]quinoline
  参考文献：
  名称：

  官能化二苯并[的位点选择性合成˚F，ħ〕喹啉和涉及环状二芳基碘盐它们的衍生物经由一个脱羧环策略†

  摘要：

  在这里我们报告功能化的二苯并[ f，h ]喹啉及其衍生物的位点选择性合成，可以用作OLED材料。关键步骤是2-氯吡啶基酸与环状二芳基碘鎓盐之间的双交叉偶联反应，其中羧酸在单锅原子经济和一步经济的工艺中被前所未有地用作无痕导向基团和功能性手柄。

  DOI：

  10.1039/c8cc00300a
• 作为产物：
  描述：

  2,6-二氯烟酸 、 4-甲苯硼酸 在 palladium diacetate 、 sodium carbonate 、 三苯基膦 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以88%的产率得到2-chloro-6-p-tolylnicotinic acid
  参考文献：
  名称：

  Regioselective Cross-Coupling Reactions of Boronic Acids with Dihalo Heterocycles

  摘要：

  The carboxylic acid anion moiety have been used as a tunable directing group in the cross-coupling reaction of 2 6-dichloronicotinic acid and 2,5-dibronio-1,2,4-triazole derivatives producing selectively the 2- or 6-substituted nicotinic acids, while only the 5-substituted triazoles were obtained nuclei a variety of conditions

  DOI：

  10.1021/jo101223z

文献信息

• INHIBITORS OF TRYPTOPHAN DIOXYGENASES (IDO1 and TDO) AND THEIR USE IN THERAPY
  申请人：Palmer Brian Desmond

  公开号：US20170224701A1

  公开（公告）日：2017-08-10

  Pharmaceutical compositions comprising 3-aminoisoxazolopyridine compounds of the Formula I having IDO1 and/or TDO inhibitory activity are described, where W is CR 1 , N or N-oxide; X is CR 2 , N or N-oxide; Y is CR 3 , N or N-oxide; Z is CR 4 , N or N-oxide; and at least one of W, X, Y, and Z is N or N-oxide; and R 9 and R 10 are as defined. Also described are methods of using such compounds in the treatment of various conditions, such as cancer.
• Site-selective synthesis of functionalized dibenzo[<i>f</i>,<i>h</i>]quinolines and their derivatives involving cyclic diaryliodonium salts <i>via</i> a decarboxylative annulation strategy
  作者：Shuai Yang、Wenkai Hua、Yanqi Wu、Tao Hu、Feng Wang、Xingxian Zhang、Fengzhi Zhang

  DOI：10.1039/c8cc00300a

  日期：——

  report a site-selective synthesis of functionalized dibenzo[f,h]quinolines and their derivatives, which could be used as OLED materials. The key step is the double cross coupling reaction between the 2-chloropyridinyl acids and the cyclic diaryliodonium salts, where the carboxylic acid was unprecedentedly employed as both a traceless directing group and a functional handle in a one-pot atom- and step-economical

  在这里我们报告功能化的二苯并[ f，h ]喹啉及其衍生物的位点选择性合成，可以用作OLED材料。关键步骤是2-氯吡啶基酸与环状二芳基碘鎓盐之间的双交叉偶联反应，其中羧酸在单锅原子经济和一步经济的工艺中被前所未有地用作无痕导向基团和功能性手柄。
• Regioselective Cross-Coupling Reactions of Boronic Acids with Dihalo Heterocycles
  作者：Ioannis N. Houpis、Renmao Liu、Yanfei Wu、Yukuan Yuan、Youchu Wang、Ulrike Nettekoven

  DOI：10.1021/jo101223z

  日期：2010.10.15

  The carboxylic acid anion moiety have been used as a tunable directing group in the cross-coupling reaction of 2 6-dichloronicotinic acid and 2,5-dibronio-1,2,4-triazole derivatives producing selectively the 2- or 6-substituted nicotinic acids, while only the 5-substituted triazoles were obtained nuclei a variety of conditions