乙基4-(4-氟苯基)-6-异丙基-2-氨基-嘧啶-5-羧酸酯 | 712320-67-7

• 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: 乙基4-(4-氟苯基)-6-异丙基-2-氨基-嘧啶-5-羧酸酯
• 中文别名: 4-（4-氟苯基）-6-异丙基-2-氨基-嘧啶-5-羧酸乙酯
• 英文名称: ethyl 2-amino-4-(4-fluorophenyl)-6-isopropylpyrimidine-5-carboxylate
• 英文别名: Ethyl 4-(4-fluorophenyl)-6-isopropyl-2-amino-pyrimidine-5-carboxylate；ethyl 2-amino-4-(4-fluorophenyl)-6-propan-2-ylpyrimidine-5-carboxylate
• CAS: 712320-67-7
• 化学式: C₁₆H₁₈FN₃O₂
• 分子量: 303.336
• InChiKey: QLXLISAWVGPSSW-UHFFFAOYSA-N

物化性质

• 熔点：
  120-122°C
• 沸点：
  505.9±60.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  78.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-氟苯甲酰乙酸乙酯 在 sodium ethanolate 、 溶剂黄146 、 三氟乙酸 作用下， 以 乙醇 、 甲苯 、 乙腈 为溶剂， 20.0~110.0 ℃ 、101.33 kPa 条件下， 反应 22.17h， 生成 乙基4-(4-氟苯基)-6-异丙基-2-氨基-嘧啶-5-羧酸酯
  参考文献：
  名称：

  分子氧介导的杂芳烃与硼酸的Minisci型自由基烷基化

  摘要：

  通过使用1个atm的O 2自动氧化有机硼酸来形成碳-碳键，这是一种简单，清洁且绿色的方式。该方法允许在技术上简便且环境友好地使用具有医学特权的支架来访问结构多样的杂芳族化合物。该策略还可以在市售药物Crestor和乙胺嘧啶的再合成中显示其实用性和可持续性。

  DOI：

  10.1021/acs.orglett.7b03297

文献信息

• Process for the Preparation of Pyrimidine Compounds
  申请人：Newton Lee

  公开号：US20060052604A1

  公开（公告）日：2006-03-09

  A process for the preparation of a compound of Formula (I) and intermediates useful therein are provided. The process comprises reacting a compound of formula R 1 —CO—CH 2 -E with a compound of formula R 2 —CHX 1 X 2 in the presence of a compound of formula R 3 R 4 N—C(═NH)NH 2 and a catalyst, thereby to form a dihydropyrimidine; and oxidising the dihydropyrimidine to form the compound of Formula ( 1 ). R 1 is H or an alkyl group; R 2 is H, an alkyl or aryl group; R 3 and R 4 are each independently H, alkyl or aryl, or R 3 and R 4 are linked to form, together with the nitrogen to which they are attached to form a 5 to 7 membered heterocyclic ring; E is H, an unsubstituted alkyl group, and aryl group or an electron withdrawing group; and X 1 and X 2 are each independently leaving groups, or X 1 and X 2 together represent ═O.

  提供了制备式（I）化合物及其有用中间体的方法。该方法包括在化合物R1—CO—CH2-E与化合物R2—CHX1X2在化合物R3R4N—C（═NH）NH2和催化剂的存在下反应，从而形成二氢嘧啶；然后氧化二氢嘧啶以形成式（1）化合物。其中，R1为H或烷基；R2为H、烷基或芳基；R3和R4各自独立地为H、烷基或芳基，或R3和R4连接在一起，与它们附着的氮一起形成5至7个成员的杂环环；E为H、未取代的烷基、芳基或电子吸引基团；X1和X2各自独立地为离去基，或X1和X2一起表示═O。
• PROCESS FOR THE PREPARATION OF PYRIMIDINE COMPOUNDS
  申请人：NEWTON Lee

  公开号：US20090264654A1

  公开（公告）日：2009-10-22

  A process for the preparation of a compound of Formula (1) and intermediates useful therein are provided. The process comprises reacting a compound of formula R 1 —CO—CH 2 -E with a compound of formula R 2 —CHX 1 X 2 in the presence of a compound of formula R 3 R 4 N—C(═NH)NH 2 and a catalyst, thereby to form a dihydropyrimidine; and oxidising the dihydropyrimidine to form the compound of Formula (I). R 1 is H or an alkyl group; R 2 is H, an alkyl or aryl group; R 3 and R 4 are each independently H, alkyl or aryl, or R 3 and R 4 are linked to form, together with the nitrogen to which they are attached to form a 5 to 7 membered heterocyclic ring; E is H, an unsubstituted alkyl group, an aryl group or an electron withdrawing group; and X 1 and X 2 are each independently leaving groups, or X 1 and X 2 together represent ═O.

  提供了一种制备式（1）化合物及其有用中间体的方法。该方法包括在化合物R1—CO—CH2-E和化合物R2—CHX1X2的存在下，与化合物R3R4N—C（═NH）NH2和催化剂反应，从而形成二氢嘧啶；然后氧化二氢嘧啶，形成式（I）化合物。其中，R1为H或烷基；R2为H、烷基或芳基；R3和R4各自独立地为H、烷基或芳基，或R3和R4连在一起，与它们所连接的氮形成5至7成员杂环环；E为H、未取代的烷基、芳基或电子吸引基团；X1和X2各自独立为离去基团，或X1和X2一起代表═O。
• Process for the preparation of pyrimidine compounds
  申请人：AstraZeneca UK Limited

  公开号：US08273878B2

  公开（公告）日：2012-09-25

  A process for the preparation of a compound of Formula (1) and intermediates useful therein are provided. The process comprises reacting a compound of formula R1—CO—CH2-E with a compound of formula R2—CHX1X2 in the presence of a compound of formula R3R4N—C(═NH)NH2 and a catalyst, thereby to form a dihydropyrimidine; and oxidizing the dihydropyrimidine to form the compound of Formula (I). R1 is H or an alkyl group; R2 is H, an alkyl or aryl group; R3 and R4 are each independently H, alkyl or aryl, or R3 and R4 are linked to form, together with the nitrogen to which they are attached to form a 5 to 7 membered heterocyclic ring; E is H, an unsubstituted alkyl group, an aryl group or an electron withdrawing group; and X1 and X2 are each independently leaving groups, or X1 and X2 together represent ═O.

  提供一种制备化合物式（1）及其中间体的方法。该方法包括在化合物R1-CO-CH2-E和化合物R2-CHX1X2的存在下，与化合物R3R4N-C（═NH）NH2和催化剂反应，形成二氢嘧啶；然后氧化二氢嘧啶，形成化合物式（I）。其中，R1为H或烷基；R2为H，烷基或芳基；R3和R4各自独立地为H，烷基或芳基，或R3和R4连接在一起，与它们所附着的氮一起形成5至7成员杂环环；E为H，未取代的烷基，芳基或电子提取基团；X1和X2各自独立地为离去基团，或X1和X2一起表示═O。
• Compounds and Processes
  申请人：AstraZeneca UK Limited

  公开号：EP2088142A2

  公开（公告）日：2009-08-12

  Intermediates of formula and processes for their preparation are provided. The process comprises reacting a compound of formula R1-CO-CH2-E with a compound of formula R2-CHX1X2 in the presence of a compound of formula R3R4N-C(=NH)NH2 and a catalyst. R1 is H or an alkyl group; R2 is H, an alkyl or aryl group; R3 and R4 are each independently H, alkyl or aryl, or R3 and R4 are linked to form, together with the nitrogen to which they are attached to form a 5 to 7 membered heterocyclic ring; E is H, an unsubstituted alkyl group, an aryl group or an electron withdrawing group; and X1 and X2 are each independently leaving groups, or X1 and X2 together represent =O.

  式的中间体 及其制备工艺。该工艺包括在式 R3R4N-C(=NH)NH2 化合物和催化剂存在下，使式 R1-CO-CH2-E 化合物与式 R2-CHX1X2 化合物反应。R1是H或烷基；R2是H、烷基或芳基；R3和R4各自独立地是H、烷基或芳基，或R3和R4相连，与它们所连接的氮一起形成5至7个成员的杂环；E是H、未取代的烷基、芳基或退电子基团；X1和X2各自独立地是离去基团，或X1和X2一起代表＝O。
• [EN] PROCESS FOR THE PREPARATION OF PYRIMIDINE COMPOUNDS<br/>[FR] COMPOSES ET PROCEDES
  申请人：ASTRAZENECA UK LTD

  公开号：WO2004054986A3

  公开（公告）日：2004-12-02