2-氯-5-(氟甲基)吡啶 | 253686-24-7

• 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
• 中文名称: 2-氯-5-(氟甲基)吡啶
• 英文名称: 6-chloro-α-fluoro-3-picoline
• 英文别名: 2-Chloro-5-(fluoromethyl)pyridine
• CAS: 253686-24-7
• 化学式: C₆H₅ClFN
• 分子量: 145.564
• InChiKey: BXQQDOSRRXETJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-氯-5-(氟甲基)吡啶 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 12.0h， 以12%的产率得到6-chloro-α-fluoro-3-picoline N-oxide
  参考文献：
  名称：

  An Efficient Synthesis of (Fluoromethyl)pyridylamines for Labeling with Fluorine-18

  摘要：

  We have described a two-step method for the preparation of (fluoromethyl)pyridyl-substituted amines. The sequence involves fluoride ion displacement of methanesulfonates (mesylates) of 6-chloro-alpha-hydroxy-2- and -3-picolines, followed by arylation of the amine by chloropicoline. We have called this sequence fluorination-N-arylation. 1-Phenylpiperazine has been used as a model amine. Two key precursors for this sequence are the mesylates of 6-chloro-alpha-hydroxy-2- and -3-picolines. The former was synthesized in four steps from 6-chloro-2-picoline in 78% yield and the latter in three Steps from 6-chloronicotinic acid in 53% yield. This fluorination-N-arylation sequence is sufficiently rapid and efficient for the preparation of a variety of aryl-substituted amine compounds labeled with the short half-life (t(1/2) = 110 min) positron-emitting radionuclide fluorine-18.

  DOI：

  10.1021/jo990994f
• 作为产物：
  描述：

  2-氯-5-羟甲基吡啶 在 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.33h， 生成 2-氯-5-(氟甲基)吡啶
  参考文献：
  名称：

  An Efficient Synthesis of (Fluoromethyl)pyridylamines for Labeling with Fluorine-18

  摘要：

  We have described a two-step method for the preparation of (fluoromethyl)pyridyl-substituted amines. The sequence involves fluoride ion displacement of methanesulfonates (mesylates) of 6-chloro-alpha-hydroxy-2- and -3-picolines, followed by arylation of the amine by chloropicoline. We have called this sequence fluorination-N-arylation. 1-Phenylpiperazine has been used as a model amine. Two key precursors for this sequence are the mesylates of 6-chloro-alpha-hydroxy-2- and -3-picolines. The former was synthesized in four steps from 6-chloro-2-picoline in 78% yield and the latter in three Steps from 6-chloronicotinic acid in 53% yield. This fluorination-N-arylation sequence is sufficiently rapid and efficient for the preparation of a variety of aryl-substituted amine compounds labeled with the short half-life (t(1/2) = 110 min) positron-emitting radionuclide fluorine-18.

  DOI：

  10.1021/jo990994f

文献信息

• [EN] GLYCOSIDASE INHIBITORS<br/>[FR] INHIBITEURS DE GLYCOSIDASES
  申请人：ASCENEURON SA

  公开号：WO2016030443A1

  公开（公告）日：2016-03-03

  Compounds of formula (I) wherein A, R, W, Q, n and m have the meaning according to the claims can be employed, inter alia, for the treatment of tauopathies and Alzheimer's disease.

  式（I）中A、R、W、Q、n和m的含义如权利要求所述，可用于治疗tau病和阿尔茨海默病。
• [EN] ACID ADDITION SALTS OF PIPERAZINE DERIVATIVES<br/>[FR] SELS D'ADDITION D'ACIDE DE DÉRIVÉS DE PIPÉRAZINE
  申请人：ASCENEURON S A

  公开号：WO2017144637A1

  公开（公告）日：2017-08-31

  The invention relates to acid addition salts of piperazine derivatives, as well as solid forms, such as polymorphic forms, thereof, which are useful as pharmaceutical ingredients and in particular as glycosidase inhibitors.

  该发明涉及哌嗪衍生物的酸加盐，以及其固体形式，如多型形式，这些形式可用作药用成分，特别是作为糖苷酶抑制剂。
• [EN] ACTIVE COMPOUND COMBINATIONS AND METHODS TO PROTECT THE PROPAGATION MATERIAL OF PLANTS<br/>[FR] COMBINAISONS DE COMPOSÉS ACTIFS ET PROCÉDÉS POUR PROTÉGER LE MATÉRIAU DE PROPAGATION DES PLANTES
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2018019676A1

  公开（公告）日：2018-02-01

  The present invention relates to novel mixtures, to processes for preparing these mixtures, to compositions comprising these mixtures, and to the use thereof as biologically active compounds, especially for control of harmful microorganisms or pests in crop protection and in the protection of materials and as plant growth regulators.

  本发明涉及新型混合物，制备这些混合物的过程，包含这些混合物的组合物，以及将其用作生物活性化合物的用途，特别是用于控制作物保护和材料保护中的有害微生物或害虫，以及作为植物生长调节剂。
• PROCESS FOR PRODUCING SUBSTITUTED METHYLAMINE COMPOUND AND TRIAZINE DERIVATIVE
  申请人：Shibata Yasushi

  公开号：US20100121054A1

  公开（公告）日：2010-05-13

  The present invention provides a process that enables a substituted methylamine compound which is useful as an intermediate for the production of agricultural chemicals and medicines, to be produced easily, with good yield, and at low cost, and also provides a production intermediate thereof. The process comprises a step of reacting a hexamethylenetetraammonium salt compound represented by a formula (I) with a base to obtain an N-methylidene-substituted methylamine oligomer represented by a formula (II) or a mixture of two or more of the oligomers, and a step of hydrolyzing the N-methylidene-substituted methylamine oligomer represented by formula (II) or the mixture of two or more of the oligomers in the presence of an acid. (wherein A represents an organic group that is either a hydrocarbon group or a heterocyclic group, or said organic group that has a substituent, R represents a hydrogen atom, an organic group that is either a hydrocarbon group or a heterocyclic group, or said organic group that has a substituent, L represents a halogen atom and the like, and n represents an integer of 2 to 20)

  本发明提供了一种过程，使得一种取代甲胺化合物易于制备，且产量高、成本低，可用作农药和药物的中间体，并提供其生产中间体。该过程包括以下步骤：将一种由式(I)表示的六亚甲基四胺盐化合物与碱反应，得到一种由式(II)表示的N-甲基亚甲基取代甲胺寡聚体或两种或两种以上的寡聚体混合物；在酸的存在下水解由式(II)表示的N-甲基亚甲基取代甲胺寡聚体或两种或两种以上的寡聚体混合物。(其中，A表示一个有机基团，可以是一个碳氢基团或杂环基团，或者是带有取代基的有机基团；R表示氢原子、一个碳氢基团或杂环基团，或者是带有取代基的有机基团；L表示卤素原子等；n表示2到20的整数。)
• 5-LIPOXYGENASE-ACTIVATING PROTEIN (FLAP) INHIBITORS
  申请人：Hutchinson Howard John

  公开号：US20070219206A1

  公开（公告）日：2007-09-20

  Described herein are compounds and pharmaceutical compositions containing such compounds, which modulate the activity of 5-lipoxygenase-activating protein (FLAP). Also described herein are methods of using such FLAP modulators, alone and in combination with other compounds, for treating respiratory, cardiovascular, and other leukotriene-dependent or leukotriene mediated conditions or diseases.

  本文描述了一些化合物和含有这些化合物的制药组合物，这些化合物可以调节5-脂氧合酶激活蛋白（FLAP）的活性。本文还描述了使用这种FLAP调节剂的方法，单独或与其他化合物结合，用于治疗呼吸系统、心血管系统和其他依赖于白三烯或介导白三烯的疾病或病症。