methyl 6-amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-methoxypyrimidine-4-carboxylate | 1126318-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: methyl 6-amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-methoxypyrimidine-4-carboxylate
• 英文别名: 6-amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-methoxypyrimidine-4-carboxylic acid methyl ester
• CAS: 1126318-85-1
• 化学式: C₁₄H₁₃ClFN₃O₄
• 分子量: 341.726
• InChiKey: VBJWNAVKBPJKEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  96.6
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl 6-amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-methoxypyrimidine-4-carboxylate 在 硫酸 、 水 、 sodium nitrite 、 sodium hydroxide 作用下， 以 乙腈 为溶剂， 以75%的产率得到6-hydroxy-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-methoxypyrimidine-4-carboxylic acid methyl ester
  参考文献：
  名称：

  2-(SUBSTITUTED PHENYL)-6-HYDROXY OR ALKOXY-5-SUBSTITUTED-4-PYRIMIDINECARBOXYLATES AND THEIR USE AS HERBICIDES

  摘要：

  2-(取代苯基)-6-羟基或烷氧基-5-取代-4-嘧啶羧酸及其衍生物是除草剂，具有广谱杂草控制作用。

  公开号：

  US20090264293A1
• 作为产物：
  描述：

  4-氯-2-氟-3-甲氧基苯硼酸 、 methyl 6-amino-2-chloro-5-methoxypyrimidine-4-carboxylate 在 bis-triphenylphosphine-palladium(II) chloride cesium fluoride 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 0.25h， 以51.1%的产率得到methyl 6-amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-methoxypyrimidine-4-carboxylate
  参考文献：
  名称：

  2-(SUBSTITUTED PHENYL)-6-AMINO-5-ALKOXY, THIOALKOXY AND AMINOALKYL-4-PYRIMIDINECARBOXYLATES AND THEIR USE AS HERBICIDES

  摘要：

  取代苯基)-6-氨基-5-烷氧基、硫代烷氧基和氨基烷基-4-嘧啶羧酸及其衍生物是一类强效除草剂，具有广谱的除草控制作用。

  公开号：

  US20090062125A1

文献信息

• ARYLALKYL ESTERS OF 4-AMINO-6-(SUBSTITUTED PHENYL)-PICOLINATES AND 6-AMINO-2-(SUBSTITUTED PHENYL)-PYRIMIDINECARBOXYLATES AND THEIR USE AS SELECTIVE HERBICIDES FOR CROPS
  申请人：Yerkes Carla N.

  公开号：US20120190551A1

  公开（公告）日：2012-07-26

  Arylalkyl esters of 4-aminopicolinic acids and 6-amino-4-pyrimidinecarboxylates are herbicides for control of weeds especially those species common to rice and wheat cropping systems and in pasture management programs.

  芳基烷基对氨基吡啶甲酸酯和6-氨基-4-嘧啶羧酸酯是除草剂，用于控制杂草，特别是那些在稻田和小麦种植系统以及牧草管理计划中常见的物种。
• [EN] SYNTHESIS OF 6-ARYL-4-AMINOPICOLINATES AND 2-ARYL-6-AMINOPYRIMIDINE-4-CARBOXYLATES BY DIRECT SUZUKI COUPLING<br/>[FR] SYNTHÈSE DE 6-ARYL-4-AMINOPICOLINATES ET DE 2-ARYL-6-AMINOPYRIMIDINE-4-CARBOXYLATES PAR COUPLAGE DIRECT DE SUZUKI
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2017201377A1

  公开（公告）日：2017-11-23

  Improved methods of synthesizing 6-aryl-4-aminopicolinates, such as arylalky and alkyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylates and arylalkyl and alkyl 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2- carboxylates, are described herein. The improved methods include a direct Suzuki coupling step, which eliminates the protection/de-protection steps in the current chemical process, and therefore eliminates or reduces various raw materials, equipment and cycle time as well as modification of other process conditions including use of crude AP, use of ABA-diMe, and varying pH, catalyst concentration, solvent composition, and/or workup procedures. This invention was expanded to include synthesis of 2-aryl-6-aminopyrimidine-4-carboxylates.

  本文介绍了合成6-芳基-4-氨基吡啶酸盐的改进方法，例如芳基烷基和烷基4-氨基-3-氯-6-(4-氯-2-氟-3-甲氧基苯基)吡啶-2-羧酸酯和芳基烷基和烷基4-氨基-3-氯-5-氟-6-(4-氯-2-氟-3-甲氧基苯基)吡啶-2-羧酸酯。改进的方法包括直接的Suzuki偶联步骤，消除了当前化学过程中的保护/脱保护步骤，因此消除或减少了各种原材料、设备和周期时间，以及改变其他工艺条件，包括使用粗AP、使用ABA-diMe、改变pH、催化剂浓度、溶剂组成和/或工作程序。本发明还扩展到包括合成2-芳基-6-氨基嘧啶-4-羧酸盐。
• 2-(substituted phenyl)-6-hydroxy or alkoxy-5-substituted-4-pyrimidinecarboxylates and their use as herbicides
  申请人：Dow AgroSciences LLC

  公开号：US07833940B2

  公开（公告）日：2010-11-16

  2-(Substituted phenyl)-6-hydroxy or alkoxy-5-substituted-4-pyrimidinecarboxylic acids and their derivatives are herbicides demonstrating a broad spectrum of weed control.

  2-(取代苯基)-6-羟基或烷氧基-5-取代-4-嘧啶羧酸及其衍生物是除草剂，具有广谱的杂草控制作用。
• 2-(substituted phenyl)-6-amino-5-alkoxy, thioalkoxy and aminoalkyl-4-pyrimidinecarboxylates and their use as herbicides
  申请人：Dow AgroSciences LLC

  公开号：US08609592B2

  公开（公告）日：2013-12-17

  2-(Substituted phenyl)-6-amino-5-alkoxy, thioalkoxy and aminoalkyl-4-pyrimidinecarboxylic acid and its derivatives are potent herbicides demonstrating broad spectrum of weed control.

  2-(取代苯基)-6-氨基-5-烷氧基、硫代烷氧基和氨基烷基-4-嘧啶羧酸及其衍生物是具有广谱杂草控制能力的强效除草剂。
• Arylalkyl esters of 4-aminopicolinates and their use as herbicides
  申请人：Dow AgroSciences LLC

  公开号：EP2899182A1

  公开（公告）日：2015-07-29

  Arylalkyl esters of 4-aminopicolinic acids and 6-amino-4-pyrimidinecarboxylates are herbicides for control of weeds especially those species common to rice and wheat cropping systems and in pasture management programs.

  4- 氨基吡啶羧酸和 6- 氨基-4-嘧啶羧酸芳烷基酯是一种除草剂，可用于控制杂草，尤其是水稻和小麦种植系统以及牧场管理计划中常见的杂草。