1,4-dihydro-1-ethoxycarbonyl-4-(4'-fluorophenyl)-3-methoxycarbonylpyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1,4-dihydro-1-ethoxycarbonyl-4-(4'-fluorophenyl)-3-methoxycarbonylpyridine
• 英文别名: 1-O-ethyl 3-O-methyl 4-(4-fluorophenyl)-4H-pyridine-1,3-dicarboxylate
• 化学式: C₁₆H₁₆FNO₄
• 分子量: 305.306
• InChiKey: TYNYMAVEHUTQQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  烟酸甲酯 在 lithium chloride 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 1,4-dihydro-1-ethoxycarbonyl-4-(4'-fluorophenyl)-3-methoxycarbonylpyridine
  参考文献：
  名称：

  Syntheses of 2-Azafluorenones from 3-Substituted 4-Arylpyridines

  摘要：

  3-Substituted 4-arylpyridines (5a-i) were synthesized in good yields by reaction of mixed copper, zinc aryl organometallics (2a-e) with 1-ethoxycarbonyl-pyridinium chlorides (1a-d) followed by o-chloranil oxidation under reflux in toluene. The 4-arylpyridines (5a-i) are obtained predominantly. Having compounds (5a-i) in hand, a convenient method was developed for the synthesis of 2-azafluorenones (7a-f) by using cyclization of 4-arylpyridines (5a-i) with polyphosphoric acid.

  DOI：

  10.3987/com-92-6199

文献信息

• Chemical process
  申请人：Beecham Group PLC.

  公开号：US04861893A1

  公开（公告）日：1989-08-29

  A process is disclosed for the preparation of a compound of formula (I): ##STR1## where Ar is aryl or substituted aryl and R.sup.3 and R.sup.4 are the same or different and each is alkyl, which process comprises hydrognating a compound of formula (II): ##STR2## wherein Ar, R.sup.3 and R.sup.4 are as defined with respect to formula (I) and Hal is a halogen atom. Compounds of formula (I) are useful as chemical intermediates.

  本发明揭示了一种制备式(I)化合物的方法：##STR1## 其中Ar是芳基或取代芳基，R.sup.3和R.sup.4相同或不同，且每个都是烷基，该方法包括氢化式(II)化合物：##STR2## 其中Ar、R.sup.3和R.sup.4如式(I)所定义，Hal是卤素原子。式(I)化合物可用作化学中间体。
• Process for the preparation of aryl-piperidine esters
  申请人：BEECHAM GROUP PLC

  公开号：EP0219934B1

  公开（公告）日：1991-10-30
• JPH07138229A
  申请人：——

  公开号：JPH07138229A

  公开（公告）日：1995-05-30
• US4861893A
  申请人：——

  公开号：US4861893A

  公开（公告）日：1989-08-29
• Syntheses of 2-Azafluorenones from 3-Substituted 4-Arylpyridines
  作者：Min-Jen Shiao、Kang-Hsiuan Liu、Pen-Yuan Lin

  DOI：10.3987/com-92-6199

  日期：——

  3-Substituted 4-arylpyridines (5a-i) were synthesized in good yields by reaction of mixed copper, zinc aryl organometallics (2a-e) with 1-ethoxycarbonyl-pyridinium chlorides (1a-d) followed by o-chloranil oxidation under reflux in toluene. The 4-arylpyridines (5a-i) are obtained predominantly. Having compounds (5a-i) in hand, a convenient method was developed for the synthesis of 2-azafluorenones (7a-f) by using cyclization of 4-arylpyridines (5a-i) with polyphosphoric acid.