4-苯基 嘧啶-5-羧酸乙酯 | 100724-16-1

• 物质功能分类: 医药中间体 - 杂环化合物 - 嘧啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 4-苯基 嘧啶-5-羧酸乙酯
• 中文别名: 4-苯基-5-嘧啶羧酸乙酯；4-苯基嘧啶-5-羧酸乙酯
• 英文名称: ethyl 4-phenylpyrimidine-5-carboxylate
• 英文别名: 4-phenyl-pyrimidine-5-carboxylic acid ethyl ester；4-Phenyl-5-ethoxycarbonyl-pyrimidin
• CAS: 100724-16-1
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: HENFGBQLRJLYFL-UHFFFAOYSA-N

物化性质

• 熔点：
  159-161℃
• 密度：
  1.167

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  4-苯基 嘧啶-5-羧酸乙酯 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 生成 4-phenyl-pyrimidine-5-carboxylic acid
  参考文献：
  名称：

  [EN] PHENETHYLAMIDE DERIVATIVES AND THEIR HETEROCYCLIC ANALOGUES
  [FR] DÉRIVÉS DE PHÉNÉTHYLAMIDE ET LEURS ANALOGUES HÉTÉROCYCLIQUES

  摘要：

  这项发明涉及新型苯乙酰胺衍生物及其异环类似物，其化学式为(I)，其中A、B、R1、R2和R3如申请中所述，并且涉及将这种化合物或这种化合物的药用可接受盐用作药物，特别是促进睡眠的药物受体拮抗剂。

  公开号：

  WO2010044054A1
• 作为产物：
  描述：

  ethyl 2-benzoyl-3-(dimethylamino)acrylate 、 甲脒盐酸盐 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 4-苯基 嘧啶-5-羧酸乙酯
  参考文献：
  名称：

  [EN] PHENETHYLAMIDE DERIVATIVES AND THEIR HETEROCYCLIC ANALOGUES
  [FR] DÉRIVÉS DE PHÉNÉTHYLAMIDE ET LEURS ANALOGUES HÉTÉROCYCLIQUES

  摘要：

  这项发明涉及新型苯乙酰胺衍生物及其异环类似物，其化学式为(I)，其中A、B、R1、R2和R3如申请中所述，并且涉及将这种化合物或这种化合物的药用可接受盐用作药物，特别是促进睡眠的药物受体拮抗剂。

  公开号：

  WO2010044054A1

文献信息

• An Unprecedented Approach to 4,5-Disubstituted Pyrimidine Derivatives by a ZnCl₂-Catalyzed Three-Component Coupling Reaction
  作者：Toshiaki Sasada、Fuminori Kobayashi、Norio Sakai、Takeo Konakahara

  DOI：10.1021/ol900382j

  日期：2009.5.21

  ZnCl2-catalyzed three-component coupling reaction involving a variety of functionalized enamines, triethyl orthoformate, and ammonium acetate, which leads to the production of 4,5-disubstituted pyrimidine derivatives in a single step. The procedure can be successfully applied to the efficient synthesis of mono- and disubstituted pyrimidine derivatives, using methyl ketone derivatives instead of enamines

  我们开发了ZnCl 2催化的三组分偶联反应，涉及多种官能化的烯胺，原甲酸三乙酯和乙酸铵，可在单个步骤中生产4,5-二取代的嘧啶衍生物。使用甲基酮衍生物代替烯胺，该方法可以成功地用于有效合成单取代和二取代的嘧啶衍生物。
• Oxidative Annulations Involving DMSO and Formamide: K₂S₂O₈ Mediated Syntheses of Quinolines and Pyrimidines
  作者：Santosh D. Jadhav、Anand Singh

  DOI：10.1021/acs.orglett.7b02838

  日期：2017.10.20

  An efficient strategy toward 4-arylquinolines and 4-arylpyrimidines from readily available precursors is described. Oxidative annulation promoted by K2S2O8 involving anilines, aryl ketones, and DMSO as a methine (═CH−) equivalent leads to 4-arylquinolines via a cascade that entails generation of a sulfenium ion, subsequent C–N and C–C bond formations, and cyclization. The application of this strategy

  描述了从容易获得的前体制备4-芳基喹啉和4-芳基嘧啶的有效策略。K 2 S 2 O 8促进的涉及苯胺，芳基酮和DMSO的亚甲基（═CH-）等效的氧化环化反应通过级联反应生成4-芳基喹啉，该级联反应会生成generation离子，随后的C–N和C– C键的形成和环化。还描述了该策略在乙酰苯甲酰胺甲酰胺偶联物的活化中对4-芳基嘧啶合成的应用。
• PHENETHYLAMIDE DERIVATIVES AND THEIR HETEROCYCLIC ANALOGUES
  申请人：Aissaoui Hamed

  公开号：US20110212968A1

  公开（公告）日：2011-09-01

  The invention relates to novel phenethylamide derivatives and their wherein A, B, R 1 , R 2 and R 3 are as described in the application, and to the use of such compounds, or of pharmaceutically acceptable salts of such compounds, as medicaments, especially as orexin receptor antagonists.

  本发明涉及新型苯乙酰胺衍生物及其其中A、B、R1、R2和R3如本申请中所述的衍生物的药物学上可接受的盐的使用，特别是作为药物，尤其是作为促进睡眠的药物，如促进睡眠的药物。
• Process for the extraction of metal values and novel metal extractants
  申请人：Imperial Chemical Industries Limited

  公开号：US04576815A1

  公开（公告）日：1986-03-18

  Metal values are extracted from aqueous solutions of metal salts containing halide or pseudo halide ions by pyrimidine, pyrazine or pyridazine derivatives bearing the substituent --(C.dbd.O.X).sub.n where X is the group --OR.sub.1 or --NR.sub.2 R.sub.3 and n is 1, 2 or 3. R.sub.1 is a hydrocarbyl group containing from 1 to 36 carbon atoms and R.sub.2 and R.sub.2 together contain from 1 to 36 carbon atoms. The molecule as a whole contains from 5 to 36 alkyl carbon atoms and may carry further optional substituents. The process is especially useful for the recovery of metals from leach solutions derived from sulphur-containing ores.

  金属价值可以从含有卤素或伪卤素离子的金属盐水溶液中，通过带有取代基--(C.dbd.O.X).sub.n的嘧啶、吡嗪或吡嗪衍生物中提取出来。其中，X是基团--OR.sub.1或--NR.sub.2 R.sub.3，n为1、2或3。R.sub.1是含有1至36个碳原子的烃基团，R.sub.2和R.sub.2在一起含有1至36个碳原子。整个分子含有5至36个烷基碳原子，并可能携带进一步的可选取代基。该过程特别适用于从含硫矿石的浸出液中回收金属。
• AZO METAL CHELATE DYE AND OPTICAL RECORDING MEDIUM
  申请人：Shoda Hisashi

  公开号：US20100015382A1

  公开（公告）日：2010-01-21

  The invention provides an azo metal chelate dye suitable for use in a recording layer of an optical recording medium capable of high-speed recording or an optical recording medium having plural recording layers, and an optical recording medium. The azo metal chelate dye comprises an azo dye compound represented by general formula (1) and a metal: (wherein R 1 represents a linear or branched alkyl group that may be substituted or a cycloalkyl group that may be substituted; R 2 and R 3 each independently represents a hydrogen atom, a linear or branched alkyl group that may be substituted, an aryl group that may be substituted, or a heterocyclic group that may be substituted; R 4 , R 5 , R 6 , R 7 , and R 8 each independently represents a hydrogen atom or a linear or branched alkyl group that may be substituted, and R 4 and R 5 , R 4 and R 6 , or R 5 and R 7 may be bonded to each other to form a ring; Y represents a linear or branched alkyl group substituted with at least two fluorine atoms; and the chelate dye is constituted of the compound represented by general formula (1) from which a proton is released, and the metal).