methyl 6,7-dimethoxyquinoline-3-carboxylate

• 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 6,7-dimethoxyquinoline-3-carboxylate
• 英文别名: ethyl 6,7-dimethoxyquinoline-3-carboxylate
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: XBXMNUHSRYSEJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  57.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-硝基藜芦醛 在 五甲基环戊二烯基二羰基铁二聚物 吡啶 、 三乙烯二胺 、 一氧化碳 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 20.0~150.0 ℃ 、607.95 kPa 条件下， 反应 330.0h， 生成 methyl 6,7-dimethoxyquinoline-3-carboxylate
  参考文献：
  名称：

  Synthesis of 3-Substituted Quinolines via Transition-Metal-Catalyzed Reductive Cyclization of o-Nitro Baylis−Hillman Acetates

  摘要：

  Reductive cyclization of o-nitro-substituted Baylis-Hillman acetates by carbon monoxide, catalyzed by [Cp*Fe(CO)(2)](2), gives moderate to good yields of 3-substituted quinolines.

  DOI：

  10.1021/jo034447c

文献信息

• Rhodium-catalyzed ortho C–H bond activation of arylamines for the synthesis of quinoline carboxylates
  作者：Sunita K. Gadakh、Soumen Dey、A. Sudalai

  DOI：10.1039/c6ob00170j

  日期：——

  The rhodium catalyzed annulation of anilines with alkynic esters allowing for the high-yield synthesis of quinoline carboxylates with excellent regioselectivity is described. This unprecedented reaction employs either formic acid as the C1 source and reductant or copper(II) as the oxidant and is proposed to proceed via rhodacycle of in situ generated amide and enamine ester followed by ortho C–H activation

  本文描述了铑与链烷酸酯的苯胺铑催化环化反应，可以高产率地合成具有优异区域选择性的喹啉羧酸酯。该空前的反应采用甲酸作为C1源和还原剂，或使用铜（II）作为氧化剂，并建议通过原位生成的酰胺和烯胺酯的Rhodacycle进行，然后用铑作为催化剂对C-H进行芳基胺的邻位活化。 。
• Quinoline derivatives and preparation thereof
  申请人：COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH

  公开号：US10227355B2

  公开（公告）日：2019-03-12

  The patent discloses novel quinoline derivatives of formula (I), (Formula should be inserted here) and process for preparing the same. The compounds of formula (I) can be further used for the synthesis of Inhibitors like Kinase Tyrosine Inhibitors.

  该专利公开了式 (I) 的新型喹啉衍生物（此处应插入式）及其制备方法。式 (I) 化合物可进一步用于合成激酶酪氨酸抑制剂等抑制剂。
• Polythiophene-Encapsulated Bimetallic Au-Fe₃O₄ Nano-Hybrid Materials: A Potential Tandem Photocatalytic System for Nondirected C(sp²)–H Activation for the Synthesis of Quinoline Carboxylates
  作者：Mandeep Kaur、Subhamay Pramanik、Manoj Kumar、Vandana Bhalla

  DOI：10.1021/acscatal.6b02681

  日期：2017.3.3

  Hetero-oligophenylene derivative 3 appended with thiophene moieties has been designed and synthesized which undergoes aggregation to form J-typefluorescent aggregates in in H2O/THF (7/3) media. These aggregates served as reactors for the preparation of bimetallic Au-Fe3O4 NPs. During the reduction process, aggregates of derivative 3 were oxidized to the polythiophene species 4. Interestingly, the polythiophene species 4, having a fibrous morphology, served as a shape-and morphology-directed template for assembly of bimetallic Au-Fe3O4 NPs in a flower-like arrangement. Furthermore, polythiophene-encapsulated bimetallic 4:AuFe3O4 nanohybrid materials served as an efficient and recyclable catalytic system for C(sp(2)) H bond activation of unprotected electron-rich anilines for the construction of synthetically versatile quinoline carboxylates via C H activation, carbonylation, and subsequent annulation under mild and eco-friendly conditions (aqueous media, room temperature, visible-light irradiation, and aerial conditions).
• NOVEL QUINOLINE DERIVATIVES AND PREPARATION THEREOF
  申请人：COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH

  公开号：US20180237448A1

  公开（公告）日：2018-08-23

  The patent discloses novel quinoline derivatives of formula (I), (Formula should be inserted here) and process for preparing the same. The compounds of formula (I) can be further used for the synthesis of Inhibitors like Kinase Tyrosine Inhibitors.
• Synthesis of 3-Substituted Quinolines via Transition-Metal-Catalyzed Reductive Cyclization of <i>o</i>-Nitro Baylis−Hillman Acetates
  作者：David K. O'Dell、Kenneth M. Nicholas

  DOI：10.1021/jo034447c

  日期：2003.8.1

  Reductive cyclization of o-nitro-substituted Baylis-Hillman acetates by carbon monoxide, catalyzed by [Cp*Fe(CO)(2)](2), gives moderate to good yields of 3-substituted quinolines.