<(5-methoxy-1-methyl)indol-2-yl>carboxylic acid chloride | 131415-88-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: <(5-methoxy-1-methyl)indol-2-yl>carboxylic acid chloride
• 英文别名: 5-Methoxy-1-methylindole-2-carbonyl chloride；5-methoxy-1-methylindole-2-carbonyl chloride
• CAS: 131415-88-8
• 化学式: C₁₁H₁₀ClNO₂
• 分子量: 223.659
• InChiKey: MNCQEKQYZNRBNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  <(5-methoxy-1-methyl)indol-2-yl>carboxylic acid chloride 在 ammonium hydroxide 作用下， 以 1,4-二氧六环 、 乙醚 为溶剂， 反应 3.0h， 生成 5-methoxy-1-methyl-1H-indole-2-carboxylic acid amide
  参考文献：
  名称：

  Dérivés acétyléniques et alléniques de la 2-(5-méthoxy-indolyl) méthylamine: synthèse et évaluation comme inhibiteurs sélectifs des monoamines oxydases A et B

  摘要：

  DOI：

  10.1016/0223-5234(90)90209-l
• 作为产物：
  描述：

  5-甲氧基-1-甲基-1H-吲哚-2-羧酸 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 <(5-methoxy-1-methyl)indol-2-yl>carboxylic acid chloride
  参考文献：
  名称：

  Catalytic Asymmetric Nazarov Cyclization of Heteroaryl Vinyl Ketones through a Crystallographically Defined Chiral Dinuclear Nickel Complex

  摘要：

  A Ni(NTf2)(2) and tetradentate bisimino-bisquinoline ligand complex catalyzed the enantioselective Nazarov cyclization of heteroaryl vinyl ketones. An X-ray-quality crystal was obtained from a mixture of the Ni complex and the substrate, which was the dinuclear chiral Ni complex. From information regarding the structure of the complex, the substrate was distorted to form a helical shape, and the carbon atoms involved in bond formation were close to each other. In addition, mechanistic studies revealed that the configuration of the olefin moiety was isomerized before bond formation.

  DOI：

  10.1021/acs.orglett.5b02497

文献信息

• SUBSTITUTED RING FUSED AZINES AND THEIR USE IN CANCER THERAPY
  申请人：Denny William Alexander

  公开号：US20090318479A1

  公开（公告）日：2009-12-24

  The present invention relates to substituted ring fused azines and methods of using said compounds in treating cancers. More specifically, the present invention relates to the preparation of 4-alkyl-2-(heterocyclic)-azines and their use as cancer agents or drugs for cancer therapy. The compounds of the invention display favourable in vivo and in vitro activity against selected cancers.

  本发明涉及取代环融合吡嗪类化合物及其在治疗癌症中的使用方法。更具体地说，本发明涉及制备4-烷基-2-(杂环)-吡嗪类化合物及其作为癌症治疗药物或药剂的使用。本发明的化合物在体内和体外对选定的癌症表现出良好的活性。
• Annulation of Indole-2-Carboxamides with Bicycloalkenes Catalyzed by Ru(II) at Room Temperature: An Easy Access to β-Carboline-1-one Derivatives under Mild Conditions
  作者：Gopal Krushna Das Adhikari、Smruti Ranjan Mohanty、Shyam Kumar Banjare、Namrata Prusty、Gajiram Murmu、Ponneri C. Ravikumar

  DOI：10.1021/acs.joc.2c02351

  日期：2023.1.20

  Herein, we report the annulation of indole-2-carboxamides with bicycloalkenes, to synthesize β-carboline-1-one derivatives under mild conditions. The commercially available ruthenium catalyst was used for the reaction. This reaction tolerates a wide range of functional groups and affords a good yield of β-carboline-1-one derivatives. A reversible cyclometalation pathway was found to be operative in

  在此，我们报道了吲哚-2-甲酰胺与双环烯烃的环化反应，在温和条件下合成了 β-咔啉-1-酮衍生物。该反应使用市售的钌催化剂。该反应可容忍各种官能团，并提供高收率的 β-咔啉-1-酮衍生物。发现可逆的环金属化途径在机理研究中起作用。
• Alvarez, E. Fernandez; Marco, Jose L.; Garcia, Concepcion Fernandez, Anales de Quimica, 1994, vol. 90, # 7-8, p. 379 - 386
  作者：Alvarez, E. Fernandez、Marco, Jose L.、Garcia, Concepcion Fernandez、Perez, Virgili、Unzeta, Mercedes

  DOI：——

  日期：——
• Dérivés acétyléniques et alléniques de la 2-(5-méthoxy-indolyl) méthylamine: synthèse et évaluation comme inhibiteurs sélectifs des monoamines oxydases A et B
  作者：M Cruces

  DOI：10.1016/0223-5234(90)90209-l

  日期：1990.4
• Catalytic Asymmetric Nazarov Cyclization of Heteroaryl Vinyl Ketones through a Crystallographically Defined Chiral Dinuclear Nickel Complex
  作者：Takuya Takeda、Shinji Harada、Atsushi Nishida

  DOI：10.1021/acs.orglett.5b02497

  日期：2015.11.6

  A Ni(NTf2)(2) and tetradentate bisimino-bisquinoline ligand complex catalyzed the enantioselective Nazarov cyclization of heteroaryl vinyl ketones. An X-ray-quality crystal was obtained from a mixture of the Ni complex and the substrate, which was the dinuclear chiral Ni complex. From information regarding the structure of the complex, the substrate was distorted to form a helical shape, and the carbon atoms involved in bond formation were close to each other. In addition, mechanistic studies revealed that the configuration of the olefin moiety was isomerized before bond formation.