methyl 7-methoxyquinoline-2-carboxylate | 1267123-71-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: methyl 7-methoxyquinoline-2-carboxylate
• CAS: 1267123-71-6
• 化学式: C₁₂H₁₁NO₃
• 分子量: 217.224
• InChiKey: NFWOLHIISLNUNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 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-碘-5-甲氧基苯胺 在 copper(l) iodide 、 trans-bis(triphenylphosphine)palladium dichloride 、 二乙胺 、 copper(ll) bromide 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 生成 methyl 7-methoxyquinoline-2-carboxylate
  参考文献：
  名称：

  Copper-Catalyzed [5 + 1] Annulation of 2-Ethynylanilines with an N,O-Acetal Leading to Construction of Quinoline Derivatives

  摘要：

  A novel copper-catalyzed [5 + 1] annulation of 2-ethynylanilines with an N,O-acetal, which functioned as a Cl part, leading to the preparation of quinoline derivatives with an ester substituent on the 2-position is described. A combination of CuBr2 and trifluoroacetic acid (TFA) promoting [5 + 1] annulation of the 2-ethynylaniline with ethyl glyoxylate is also demonstrated.

  DOI：

  10.1021/ol203360g

文献信息

• Facile Construction of Quinoline-2-carboxylate Esters through Aerobic Oxidation of Alkyl 4-Anilinocrotonates Induced by a Radical Cation Salt
  作者：Xiaodong Jia、Pengfei Li、Yu Shao、Yu Yuan、Wentao Hou、Xiaofei Liu、Xuewen Zhang、Honghe Ji

  DOI：10.1002/asia.201700560

  日期：2017.7.18

  aerobic oxidation of alkyl 4‐anilinocrotonates is described. In the presence of dioxygen, sp3 C−H bonds in 4‐anilinocrotonates can easily be oxidized by using a catalytic amount of a radical cation salt, providing a radical intermediate. After further oxidation and domino cyclization, the desired quinoline derivatives were afforded in high yields. This reaction provides a new way to construct the pharmaceutically

  描述了一种通过4-苯胺基巴豆酸酯烷基的好氧氧化来轻松构建喹啉-2-羧酸酯的方法。在存在双氧的情况下，通过使用催化量的自由基阳离子盐，可轻松地氧化4-苯胺基巴豆酸酯中的sp 3 C-H键，从而提供自由基中间体。在进一步氧化和多米诺环化之后，以高收率获得所需的喹啉衍生物。该反应提供了构建药学上相关的喹啉骨架的新方法，避免了苛刻的反应条件和繁琐的原料合成。
• [EN] NOVEL BENZOTHIOPHENE DERIVATIVE, PHARMACEUTICALLY ACCEPTABLE SALT THEREOF OR OPTICAL ISOMER THEREOF, METHOD FOR PREPARING SAME, AND PHARMACEUTICAL COMPOSITION, CONTAINING SAME AS ACTIVE INGREDIENT, FOR PREVENTING OR TREATING VIRAL DISEASE<br/>[FR] NOUVEAU DÉRIVÉ DE BENZOTHIOPHÈNE, SEL PHARMACEUTIQUEMENT ACCEPTABLE DE CELUI-CI OU ISOMÈRE OPTIQUE DE CELUI-CI, SON PROCÉDÉ DE PRÉPARATION, ET COMPOSITION PHARMACEUTIQUE LE CONTENANT EN TANT QUE PRINCIPE ACTIF, POUR LA PRÉVENTION OU LE TRAITEMENT DE MALADIES VIRALES<br/>[KO] 신규한 벤조싸이오펜 유도체, 이의 약학적으로 허용 가능한 염 또는 이의 광학 이성질체, 이의 제조방법 및 이를 유효성분으로 함유하는 바이러스성 질환의 예방 또는 치료용 약학적 조성물
  申请人：KOREA RES INST CHEMICAL TECH

  公开号：WO2017179926A1

  公开（公告）日：2017-10-19

  본 발명은 신규한 벤조싸이오펜 유도체, 이의 약학적으로 허용 가능한 염 또는 이의 광학 이성질체, 이의 제조방법 및 이를 유효성분으로 함유하는 바이러스성 질환의 예방 또는 치료용 약학적 조성물에 관한 것이다.
• Copper-Catalyzed [5 + 1] Annulation of 2-Ethynylanilines with an <i>N</i>,<i>O</i>-Acetal Leading to Construction of Quinoline Derivatives
  作者：Norio Sakai、Kosuke Tamura、Kazuyori Shimamura、Reiko Ikeda、Takeo Konakahara

  DOI：10.1021/ol203360g

  日期：2012.2.3

  A novel copper-catalyzed [5 + 1] annulation of 2-ethynylanilines with an N,O-acetal, which functioned as a Cl part, leading to the preparation of quinoline derivatives with an ester substituent on the 2-position is described. A combination of CuBr2 and trifluoroacetic acid (TFA) promoting [5 + 1] annulation of the 2-ethynylaniline with ethyl glyoxylate is also demonstrated.