ethyl 1,2,3,4-tetrahydroquinoline-6-carboxylate | 5570-85-4

• 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: ethyl 1,2,3,4-tetrahydroquinoline-6-carboxylate
• CAS: 5570-85-4
• 化学式: C₁₂H₁₅NO₂
• mdl: MFCD11180960
• 分子量: 205.257
• InChiKey: LKGHZFXEHLTUII-UHFFFAOYSA-N

物化性质

• 熔点：
  82-83 °C(Solv: ethanol (64-17-5))
• 沸点：
  361.0±31.0 °C(Predicted)
• 密度：
  1.099±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 1,2,3,4-tetrahydroquinoline-6-carboxylate 在 palladium dichloride bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 一氯化碘 、 三乙胺 、 calcium carbonate 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 反应 17.0h， 生成 ethyl 2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-8-carboxylate
  参考文献：
  名称：

  Palladium(II)-catalyzed heterocyclisation of 8-arylethynyl-1,2,3,4-tetrahydroquinolines: a facile route to 2-aryl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline derivatives

  摘要：

  Dihydropyrroloquinolines have been synthesized reacting 8-arylethynyl-1,2,3,4-tetrahydroquinolines in the presence of palladium(II) chloride catalyst. Heteroannulation has been achieved in good yields and tolerates substituents on the tetrahydroquinoline, including bromo, cyano, and ester. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.041
• 作为产物：
  描述：

  6-溴-1,2,3,4-四氢喹啉 在 盐酸 、 sodium hydroxide 、 双氧水 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 112.0h， 生成 ethyl 1,2,3,4-tetrahydroquinoline-6-carboxylate
  参考文献：
  名称：

  Palladium(II)-catalyzed heterocyclisation of 8-arylethynyl-1,2,3,4-tetrahydroquinolines: a facile route to 2-aryl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline derivatives

  摘要：

  Dihydropyrroloquinolines have been synthesized reacting 8-arylethynyl-1,2,3,4-tetrahydroquinolines in the presence of palladium(II) chloride catalyst. Heteroannulation has been achieved in good yields and tolerates substituents on the tetrahydroquinoline, including bromo, cyano, and ester. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.041

文献信息

• Robust cyclometallated Ir(iii) catalysts for the homogeneous hydrogenation of N-heterocycles under mild conditions
  作者：Jianjun Wu、Jonathan H. Barnard、Yi Zhang、Dinesh Talwar、Craig M. Robertson、Jianliang Xiao

  DOI：10.1039/c3cc44567d

  日期：——

  Cyclometallated Cp*Ir(N∧C)Cl complexes derived from N-aryl ketimines are highly active catalysts for the reduction of N-heterocycles under ambient conditions and 1 atm H2 pressure. The reaction tolerates a broad range of other potentially reducible functionalities and does not require the use of specialised equipment, additives or purified solvent.

  由N-芳基亚胺衍生的环金属化Cp*Ir(N∧C)Cl配合物是在常温常压下对N-杂环进行还原的高度活性催化剂。该反应能容忍多种潜在可还原官能团，无需使用特殊设备、添加剂或纯净溶剂。
• Amidinophenylpyruvic acid derivatives
  申请人：AJINOMOTO CO. INC

  公开号：US20030109547A1

  公开（公告）日：2003-06-12

  An amidinophenylpyruvic acid derivative of the following formula, analogs thereof and pharmaceutically acceptable salts thereof have an excellent antagonistic effect against activated blood coagulation factor VII. 1

  以下是该公式的一种氨基苯丙酸衍生物，其类似物和药学上可接受的盐具有出色的对激活的凝血因子VII的拮抗作用。
• Cyclic carboxylic acids as integrin antagonists
  申请人：——

  公开号：US20030232868A1

  公开（公告）日：2003-12-18

  The present invention relates to compounds of general formula (I), processes for their preparation, pharmaceutical compositions containing them as well as their use for the production of pharmaceutical compositions for the treatment of inflammatory diseases. 1

  本发明涉及一般式（I）的化合物，其制备方法，包含它们的药物组合物，以及它们用于制备治疗炎症性疾病的药物组合物的用途。
• [EN] HETEROBICYCLIC AROMATIC DERIVATIVES FOR THE TREATMENT OF FERROPTOSIS-RELATED DISORDERS<br/>[FR] DÉRIVÉS AROMATIQUES HÉTÉROCYCLIQUES POUR LE TRAITEMENT DE TROUBLES LIÉS À LA FERROPTOSE
  申请人：COLLABORATIVE MEDICINAL DEV PTY LTD

  公开号：WO2019106434A1

  公开（公告）日：2019-06-06

  The present application discloses heterobicyclic and non-heterobicyclic aromatic derivative compounds and compositions, and methods for treating ferroptosis-related disorders and diseases in patients using the compounds and compositions as disclosed herein.

  本申请公开了异双环和非异双环芳香衍生物化合物和组合物，以及利用本文所披露的化合物和组合物治疗患者的铁死亡相关疾病和疾病的方法。
• Simple manganese carbonyl catalyzed hydrogenation of quinolines and imines
  作者：Zelong Wang、Lei Chen、Guoliang Mao、Congyang Wang

  DOI：10.1016/j.cclet.2020.02.025

  日期：2020.7

  Abstract Manganese-catalyzed hydrogenation of unsaturated molecules has made tremendous progresses recently benefiting from non-innocent pincer or bidentate ligands for manganese. Herein, we describe the hydrogenation of quinolines and imines catalyzed by simple manganese carbonyls, Mn2(CO)10 or MnBr(CO)5, thus eliminating the prerequisite pincer-type or bidentate ligands.

  摘要锰催化的不饱和分子氢化反应最近取得了长足的进步，这得益于锰的非纯正钳位或二齿配体。在这里，我们描述了简单的羰基锰，Mn2（CO）10或MnBr（CO）5催化的喹啉和亚胺的氢化反应，从而消除了必要的钳型或双齿配体。