ethyl 2-(4-bromo-3-methoxyphenyl)acetate | 1261500-31-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 2-(4-bromo-3-methoxyphenyl)acetate
• 英文别名: Ethyl 2-(4-bromo-3-methoxyphenyl)acetate
• CAS: 1261500-31-5
• 化学式: C₁₁H₁₃BrO₃
• 分子量: 273.126
• InChiKey: WWGLERUBAMYNOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-双环己基膦-2',6'-二甲氧基联苯 、 5-fluoro-8-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester 、 Tripotassium;phosphate 、 ethyl 2-(4-bromo-3-methoxyphenyl)acetate 在 醋酸钯 氮气 、 乙醚 、 正庚烷 作用下， 以 甲苯 、 水 、 乙醚 为溶剂， 反应 18.03h， 以to yield 8-(4-ethoxycarbonylmethyl-2-methoxy-phenyl)-5-fluoro-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester as a colorless oil的产率得到8-(4-ethoxycarbonylmethyl-2-methoxy-phenyl)-5-fluoro-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester
  参考文献：
  名称：

  Heterocyclyl derivatives and their use as prostaglandin D2 receptor modulators

  摘要：

  本发明涉及公式（I）的苯基取代的杂环基衍生物，其中Z，n，m，R1，R2，R3，R4，R5，R6，R7和R8如描述中所述，以及它们在各种前列腺素介导的疾病和障碍的治疗中作为前列腺素受体调节剂的用途，特别是作为前列腺素D2受体调节剂，以及包含这些化合物的制药组合物和它们的制备方法。

  公开号：

  US09255090B2
• 作为产物：
  描述：

  2-溴-5-碘苯甲醚 、 bromozinc(1+),ethyl acetate 在 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以68%的产率得到ethyl 2-(4-bromo-3-methoxyphenyl)acetate
  参考文献：
  名称：

  A chemoselective Reformatsky–Negishi approach to α-haloaryl esters

  摘要：

  A practical synthesis of alpha-haloaryl esters has been achieved via a chemoselective Negishi coupling of poly-halogenated aromatics and Reformatsky reagents in the presence of catalytic Pd(dba)(2) and Xantphos. This chemistry tolerates a variety of aryl halides and was successfully applied to the synthesis of Ibuprofen. The alpha-haloaryl ester products, exemplified by ethyl 2-(4-bromo-2-chlorophenyl)acetate (3a), can be further functionalized via palladium or copper catalysis to afford an array of a-aryl esters. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.12.053

文献信息

• [EN] HETEROCYCLYL DERIVATIVES AND THEIR USE AS PROSTAGLANDIN D2 RECEPTOR MODULATORS<br/>[FR] DÉRIVÉS HÉTÉROCYCLYLE ET LEUR UTILISATION COMME MODULATEURS DE RÉCEPTEURS DE LA PROSTAGLANDINE D2
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2013093842A1

  公开（公告）日：2013-06-27

  The present invention relates to phenyl-substituted heterocyclyl derivatives of the formula (I) wherein Z, n, m, R1, R2, R3, R4, R5, R6, R7 and R8 are as described in the description and their use as prostaglandin receptor modulators, most particularly as prostaglandin D2 receptor modulators, in the treatment of various prostaglandin-mediated diseases and disorders, to pharmaceutical compositions containing these compounds and to processes for their preparation.

  本发明涉及式(I)的苯基取代杂环基衍生物，其中Z、n、m、R1、R2、R3、R4、R5、R6、R7和R8如描述中所述，并且它们作为前列腺素受体调节剂的用途，尤其作为前列腺素D2受体调节剂，在治疗各种前列腺素介导的疾病和紊乱中的用途，以及含有这些化合物的药物组合物和其制备方法。
• Heterocyclyl Derivatives and their use as Prostaglandin D2 Receptor Modulators
  申请人：Actelion Pharmaceuticals Ltd.

  公开号：US20150252036A1

  公开（公告）日：2015-09-10

  The present invention relates to phenyl-substituted heterocyclyl derivatives of the formula (I), wherein Z, n, m, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are as described in the description and their use as prostaglandin receptor modulators, most particularly as prostaglandin D 2 receptor modulators, in the treatment of various prostaglandin-mediated diseases and disorders, to pharmaceutical compositions containing these compounds and to processes for their preparation.

  本发明涉及公式（I）的苯基取代杂环基衍生物，其中Z，n，m，R1，R2，R3，R4，R5，R6，R7和R8如描述中所述，并且它们作为前列腺素受体调节剂的用途，特别是作为前列腺素D2受体调节剂，在治疗各种前列腺素介导的疾病和疾患中使用，以及包含这些化合物的制药组合物和它们的制备过程。
• HETEROCYCLYL DERIVATIVES AND THEIR USE AS PROSTAGLANDIN D2 RECEPTOR MODULATORS
  申请人：Actelion Pharmaceuticals Ltd.

  公开号：EP2794563A1

  公开（公告）日：2014-10-29
• US9255090B2
  申请人：——

  公开号：US9255090B2

  公开（公告）日：2016-02-09
• A chemoselective Reformatsky–Negishi approach to α-haloaryl esters
  作者：Brian Wong、Xin Linghu、James J. Crawford、Joy Drobnick、Wendy Lee、Haiming Zhang

  DOI：10.1016/j.tet.2013.12.053

  日期：2014.2

  A practical synthesis of alpha-haloaryl esters has been achieved via a chemoselective Negishi coupling of poly-halogenated aromatics and Reformatsky reagents in the presence of catalytic Pd(dba)(2) and Xantphos. This chemistry tolerates a variety of aryl halides and was successfully applied to the synthesis of Ibuprofen. The alpha-haloaryl ester products, exemplified by ethyl 2-(4-bromo-2-chlorophenyl)acetate (3a), can be further functionalized via palladium or copper catalysis to afford an array of a-aryl esters. (C) 2014 Elsevier Ltd. All rights reserved.