2-(2-methoxy-5-methylphenyl)thiophene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2-methoxy-5-methylphenyl)thiophene
• 英文别名: 2-(2-Methoxy-5-methylphenyl)thiophene
• 化学式: C₁₂H₁₂OS
• 分子量: 204.293
• InChiKey: XYCRMJBEKNEXIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二氯苯酚溴酯 、 2-(2-methoxy-5-methylphenyl)thiophene 在 四丁基碘化铵 、 三乙胺 作用下， 以 氯苯 为溶剂， 反应 24.0h， 以92%的产率得到8-methyl-4-phenyl-4H-benzo[e]thieno[3,2-c][1,2]oxaborinine
  参考文献：
  名称：

  Iodide-Mediated or Iodide-Catalyzed Demethylation and Friedel–Crafts C–H Borylative Cyclization Leading to Thiophene-Fused 1,2-Oxaborine Derivatives

  摘要：

  The first synthesis of dithieno-1,2-oxaborine derivatives was achieved via iodide-mediated or iodide-catalyzed demethylation of 3-methoxy-2,2'-bithiophene and subsequent C-H borylation. A wide variety of thiophene-fused oxaborines could be synthesized by the procedure.

  DOI：

  10.1021/acs.orglett.9b00485
• 作为产物：
  描述：

  2-噻吩硼酸 、 3-溴-4-甲氧基甲苯 在 二(三叔丁基膦)钯 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以99%的产率得到2-(2-methoxy-5-methylphenyl)thiophene
  参考文献：
  名称：

  Iodide-Mediated or Iodide-Catalyzed Demethylation and Friedel–Crafts C–H Borylative Cyclization Leading to Thiophene-Fused 1,2-Oxaborine Derivatives

  摘要：

  The first synthesis of dithieno-1,2-oxaborine derivatives was achieved via iodide-mediated or iodide-catalyzed demethylation of 3-methoxy-2,2'-bithiophene and subsequent C-H borylation. A wide variety of thiophene-fused oxaborines could be synthesized by the procedure.

  DOI：

  10.1021/acs.orglett.9b00485

文献信息

• [EN] 2-(1,2,3-TRIAZOL-2-YL)BENZAMIDE AND 3-(1,2,3-TRIAZOL-2-YL)PICOLINAMIDE DERIVATIVES AS OREXIN RECEPTOR ANTAGONISTS<br/>[FR] DÉRIVÉS DE 2-(1,2,3-TRIAZOL-2-YL)BENZAMIDE ET DE 3-(1,2,3-TRIAZOL-2-YL)PICOLINAMIDE EN TANT QU'ANTAGONISTES DES RÉCEPTEURS D'ORÉXINE
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2013068935A1

  公开（公告）日：2013-05-16

  The present invention relates to 2-(1,2,3-triazol-2-yl)benzamide and 3-(1,2,3-triazol-2- yl)picolinamide derivatives of formula (I) Formula (I) wherein Ar1, Q, and R1 to R5 are as described in the description, to their preparation, to pharmaceutically acceptable salts thereof, and to their use as pharmaceuticals, to pharmaceutical compositions containing one or more compounds of formula (I), and especially to their use as orexin receptor antagonists.

  本发明涉及式(I)的2-(1,2,3-三唑-2-基)苯甲酰胺和3-(1,2,3-三唑-2-基)吡啶甲酰胺衍生物，式(I)中Ar1、Q以及R1至R5如描述，它们的制备方法，它们的药用盐，以及它们作为药物的用途，含有式(I)的一个或多个化合物的药物组合物，特别是它们作为促进睡眠的受体拮抗剂的用途。
• 2-(1,2,3-TRIAZOL-2-YL)BENZAMIDE AND 3-(1,2,3-TRIAZOL-2-YL)PICOLINAMIDE DERIVATIVES AS OREXIN RECEPTOR ANTAGONISTS
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：US20150158855A1

  公开（公告）日：2015-06-11

  The present invention relates to 2-(1,2,3-triazol-2-yl)benzamide and 3-(1,2,3-triazol-2-yl)picolinamide derivatives of formula (I) wherein Ar 1 , Q, and R 1 to R 5 are as described in the description, to their preparation, to pharmaceutically acceptable salts thereof, and to their use as pharmaceuticals, to pharmaceutical compositions containing one or more compounds of formula (I), and especially to their use as orexin receptor antagonists.

  本发明涉及公式（I）中的2-(1,2,3-三唑-2-基)苯甲酰胺和3-(1,2,3-三唑-2-基)吡啶甲酰胺衍生物，其中Ar1、Q和R1至R5如描述所述，以及它们的制备方法，其药学上可接受的盐，以及它们作为药物的用途，含有一个或多个公式（I）化合物的药物组合物，特别是它们作为促进睡眠激素受体拮抗剂的用途。
• EP2776430B1
  申请人：——

  公开号：EP2776430B1

  公开（公告）日：2016-03-16
• US9150566B2
  申请人：——

  公开号：US9150566B2

  公开（公告）日：2015-10-06
• Iodide-Mediated or Iodide-Catalyzed Demethylation and Friedel–Crafts C–H Borylative Cyclization Leading to Thiophene-Fused 1,2-Oxaborine Derivatives
  作者：Keisuke Shigemori、Momoka Watanabe、Julie Kong、Koichi Mitsudo、Atsushi Wakamiya、Hiroki Mandai、Seiji Suga

  DOI：10.1021/acs.orglett.9b00485

  日期：2019.4.5

  The first synthesis of dithieno-1,2-oxaborine derivatives was achieved via iodide-mediated or iodide-catalyzed demethylation of 3-methoxy-2,2'-bithiophene and subsequent C-H borylation. A wide variety of thiophene-fused oxaborines could be synthesized by the procedure.