2-氟-3-甲氧基苯硼酸频那醇酯 | 1165936-00-4

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-氟-3-甲氧基苯硼酸频那醇酯
• 中文别名: 2-氟-3-甲氧基苯基硼酸频哪醇酯
• 英文名称: (2-fluoro-3-methoxyphenyl)boronic acid pinacol ester
• 英文别名: 2-(2-fluoro-3-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1165936-00-4
• 化学式: C₁₃H₁₈BFO₃
• 分子量: 252.094
• InChiKey: MALXDJBHSGDLGF-UHFFFAOYSA-N

物化性质

• 沸点：
  334.3±32.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、DMSO（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  2-氟-3-甲氧基苯硼酸频那醇酯 、 1-oxo-2-(pyrimidin-2-yl)-1,2,7,8-tetrahydrophthalazin-6-yl trifluoromethanesulfonate 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 6-(2-fluoro-3-methoxyphenyl)-2-(pyrimidin-2-yl)-7,8-dihydrophthalazin-1(2H)-one
  参考文献：
  名称：

  NOVEL HETEROCYCLIC COMPOUNDS AS MODULATORS OF MGLUR7

  摘要：

  本发明涉及新颖的杂环化合物。该发明还涉及调节代谢型谷氨酸受体（mGluR）的化合物，优选是代谢型谷氨酸受体亚型7（"mGluR7"）。本发明还涉及包含这种化合物的药物组合物及其用于治疗或预防与谷氨酸功能障碍相关的疾病的用途。

  公开号：

  EP3459939A1
• 作为产物：
  描述：

  2-(5-Bromo-2-fluoro-3-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 在 potassium fluoride 、 palladium diacetate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 以91%的产率得到2-氟-3-甲氧基苯硼酸频那醇酯
  参考文献：
  名称：

  METHODS FOR PRODUCING BORYLATED ARENES

  摘要：

  提供了一种选择性硼化芳烃的方法，包括带有电子吸引基团的芳烃（例如，1-氯-3-氟-2-取代苯）。在某些实施方式中，这些方法可以用来高效和区域选择性地制备硼化芳烃，而无需昂贵的低温反应条件。

  公开号：

  US20150065743A1

文献信息

• METHODS FOR PRODUCING BORYLATED ARENES
  申请人：Dow AgroSciences, LLC

  公开号：US20150065743A1

  公开（公告）日：2015-03-05

  Methods for the selective borylation of arenes, including arenes substituted with an electron-withdrawing group (e.g., 1-chloro-3-fluoro-2-substituted benzenes) are provided. The methods can be used, in some embodiments, to efficiently and regioselectively prepare borylated arenes without the need for expensive cryogenic reaction conditions.

  提供了一种选择性硼化芳烃的方法，包括带有电子吸引基团的芳烃（例如，1-氯-3-氟-2-取代苯）。在某些实施方式中，这些方法可以用来高效和区域选择性地制备硼化芳烃，而无需昂贵的低温反应条件。
• Ligand-Enabled, Iridium-Catalyzed <i>ortho</i>-Borylation of Fluoroarenes
  作者：Olena Kuleshova、Sobi Asako、Laurean Ilies

  DOI：10.1021/acscatal.1c01206

  日期：2021.5.21

  borylation of a stoichiometric amount of a fluoroarene with high ortho-selectivity and tolerance of functional groups such as bromide, chloride, ester, ketone, amine, and in situ-borylated hydroxyl. Complex drug molecules such as haloperidol can be selectively borylated ortho to the F atom. The terpyridine ligand undergoes rollover cyclometalation to produce an N,N,C-coordinated iridium complex, which may

  叔吡啶衍生物和铱络合物催化化学计算量的氟代芳烃的C–H硼化，具有较高的邻位选择性和对官能团（如溴化物，氯化物，酯，酮，胺和原位硼酸化的羟基）的耐受性。可以将复杂的药物分子（如氟哌啶醇）选择性地硼化到F原子的邻位。联吡啶配体经历侧翻环金属化以生成N，N，C配位的铱络合物，该络合物既可以选择性地使氟代芳烃硼化，也可以进行还原消除以生成硼化的配体。
• NOVEL PYRROLO[1,2- d ][1,2,4]TRIAZINONE DERIVATIVES AS NEGATIVE ALLOSTERIC MODULATORS OF MGLU7 RECEPTORS
  申请人：[en]ADDEX PHARMA S.A.

  公开号：WO2024105018A1

  公开（公告）日：2024-05-23

  The present application relates to compounds of Formula (I), wherein P, Q, A, B, m, n, R1, R2and R3are defined as in Formula (I) which are negative allosteric modulators of the metabotropic glutamate receptor subtype 7 (mGlu7) and which are useful for the treatment or prevention of neurological, ear and psychiatric disorders associated with glutamate dysfunction and diseases in which the mGlu7 subtype of metabotropic receptors is involved. The application is also directed to pharmaceutical compositions comprising such compounds, to processes to prepare such compounds and such compositions, and to the use of such compounds for the prevention or treatment of neurological, ear and psychiatric disorders and diseases in which mGlu7 is involved.
• NOVEL HETEROCYCLIC COMPOUNDS AS MODULATORS OF MGLUR7
  申请人：Pragma Therapeutics

  公开号：EP3459939A1

  公开（公告）日：2019-03-27

  The present invention relates to novel heterocyclic compounds. The invention is also directed to compounds which are modulators of the metabotropic glutamate receptors (mGluR), preferably of the metabotropic glutamate receptor subtype 7 ("mGluR7"). The present invention also relates to pharmaceutical composition comprising such compound and their use for the treatment of prevention of disorders associated with glutamate dysfunction.

  本发明涉及新颖的杂环化合物。该发明还涉及调节代谢型谷氨酸受体（mGluR）的化合物，优选是代谢型谷氨酸受体亚型7（"mGluR7"）。本发明还涉及包含这种化合物的药物组合物及其用于治疗或预防与谷氨酸功能障碍相关的疾病的用途。
• A Catalytic Borylation/Dehalogenation Route to <i>o</i>-Fluoro Arylboronates
  作者：Chathurika R. K. Jayasundara、Jason M. Unold、Jossian Oppenheimer、Milton R. Smith、Robert E. Maleczka

  DOI：10.1021/ol5028738

  日期：2014.12.5

  A two-step Ir-catalyzed borylation/Pd-catalyzed dehalogenation sequence allows for the net synthesis of fluoroarenes where the boronic ester is ortho to fluorine. Key elements of this approach include the use of a halogen para to the fluorine to block meta Ir-catalyzed borylation and the chemoselective Pd-catalyzed dehalogenation by KF activated polymethylhydrosiloxane (PMHS).