2,6-二氟吡啶-3-硼酸频哪醇酯 | 1072945-00-6

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 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: 2,6-二氟吡啶-3-硼酸频哪醇酯
• 中文别名: 2,6-二氟-3-(4,4,5,5-四甲基-1,3,2-二氧硼烷)-吡啶；2,6-二氟吡啶-3-硼酸频哪醇酯,95%
• 英文名称: 2,6-difluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
• CAS: 1072945-00-6
• 化学式: C₁₁H₁₄BF₂NO₂
• mdl: MFCD09037475
• 分子量: 241.045
• InChiKey: CLDFZDCZPCIBKO-UHFFFAOYSA-N

物化性质

• 熔点：
  50-53℃
• 沸点：
  307.8±42.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.78
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.545
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  5

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：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
2,6-Difluoropyridin-3-ylboronic acid, pinacol ester
Product Name:
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

---

Section 3. Composition/information on ingredients.
2,6-Difluoropyridin-3-ylboronic acid, pinacol ester
Ingredient name:
CAS number: 1072945-00-6

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

---

Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Storage: Store in closed vessels, refrigerated.

---

Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C11H14BF2NO2
Molecular weight: 241.0

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen fluoride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,6-二氟吡啶-3-硼酸频哪醇酯 在 sodium perborate tetrahydrate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 以4 g的产率得到2,6-二氟-3-羟基吡啶
  参考文献：
  名称：

  [EN] INHIBITORS OF THE KYNURENINE PATHWAY
  [FR] INHIBITEURS DE LA VOIE DE LA KYNURÉNINE

  摘要：

  本申请提供了吲哚胺2,3-双加氧酶-1和/或吲哚胺2,3-双加氧酶-2和/或色氨酸2,3-双加氧酶的新型抑制剂，以及它们的代谢物，以及药用可接受的盐或前药。还提供了制备这些化合物的方法。治疗有效量的一个或多个公式(I)的化合物可用于治疗由于色氨酸途径失调导致的疾病。公式(I)的化合物通过抑制吲哚胺2,3-双加氧酶-1和/或吲哚胺2,3-双加氧酶-2和/或色氨酸2,3-双加氧酶的酶活性或表达起作用。

  公开号：

  WO2014186035A1
• 作为产物：
  描述：

  频哪醇 、 2,6-二氟吡啶 在 正丁基锂 、 硼酸三异丙酯 、 溶剂黄146 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.83h， 生成 2,6-二氟吡啶-3-硼酸频哪醇酯
  参考文献：
  名称：

  [EN] INHIBITORS OF THE KYNURENINE PATHWAY
  [FR] INHIBITEURS DE LA VOIE DE LA KYNURÉNINE

  摘要：

  本申请提供了吲哚胺2,3-双加氧酶-1和/或吲哚胺2,3-双加氧酶-2和/或色氨酸2,3-双加氧酶的新型抑制剂，以及它们的代谢物，以及药用可接受的盐或前药。还提供了制备这些化合物的方法。治疗有效量的一个或多个公式(I)的化合物可用于治疗由于色氨酸途径失调导致的疾病。公式(I)的化合物通过抑制吲哚胺2,3-双加氧酶-1和/或吲哚胺2,3-双加氧酶-2和/或色氨酸2,3-双加氧酶的酶活性或表达起作用。

  公开号：

  WO2014186035A1

文献信息

• Identification of Potent and Selective RIPK2 Inhibitors for the Treatment of Inflammatory Diseases
  作者：Xiaohui He、Sara Da Ros、John Nelson、Xuefeng Zhu、Tao Jiang、Barun Okram、Songchun Jiang、Pierre-Yves Michellys、Maya Iskandar、Sheryll Espinola、Yong Jia、Badry Bursulaya、Andreas Kreusch、Mu-Yun Gao、Glen Spraggon、Janine Baaten、Leah Clemmer、Shelly Meeusen、David Huang、Robert Hill、Vân Nguyen-Tran、John Fathman、Bo Liu、Tove Tuntland、Perry Gordon、Thomas Hollenbeck、Kenneth Ng、Jian Shi、Laura Bordone、Hong Liu

  DOI：10.1021/acsmedchemlett.7b00258

  日期：2017.10.12

  direct inhibitors of NOD2 have not been described due to technical challenges of targeting the oligomeric protein complex. Receptor interacting protein kinase 2 (RIPK2) is an intracellular serine/threonine/tyrosine kinase, a key signaling partner, and an obligate kinase for NOD2. As such, RIPK2 represents an attractive target to probe the pathological roles of NOD2 pathway. To search for selective RIPK2

  NOD2（含有核苷酸结合的寡聚域的蛋白质2）是一种内部模式识别受体，可识别细菌肽聚糖并刺激宿主免疫反应。NOD2通路功能障碍与许多自身炎症性疾病有关。迄今为止，由于靶向寡聚蛋白复合物的技术挑战，尚未描述NOD2的直接抑制剂。受体相互作用蛋白激酶2（RIPK2）是细胞内丝氨酸/苏氨酸/酪氨酸激酶，是关键的信号传导伴侣，也是NOD2的专一性激酶。因此，RIPK2代表了一个有吸引力的靶标，以探索NOD2途径的病理作用。为了寻找选择性的RIPK2抑制剂，我们采用了虚拟文库筛选（VLS）和基于结构的设计，最终导致了有效而选择性的RIPK2抑制剂8具有优异的口服生物利用度，用于评估RIPK2在各种体外测定以及离体和体内药效学模型中的抑制作用。
• Fluorine-controlled C–H borylation of arenes catalyzed by a PSiN-pincer platinum complex
  作者：Jun Takaya、Shisei Ito、Hironori Nomoto、Narumasa Saito、Naohiro Kirai、Nobuharu Iwasawa

  DOI：10.1039/c5cc07263h

  日期：——

  Fluorine-controlled C–H borylation of fluoroarenes catalyzed by a PSiN–platinum complex.

  氟控制的PSiN-铂配合物催化的氟芳烃C-H硼化反应。
• Decarboxylative Borylation and Cross-Coupling of (Hetero)aryl Acids Enabled by Copper Charge Transfer Catalysis
  作者：Nathan W. Dow、P. Scott Pedersen、Tiffany Q. Chen、David C. Blakemore、Anne-Marie Dechert-Schmitt、Thomas Knauber、David W. C. MacMillan

  DOI：10.1021/jacs.2c01630

  日期：2022.4.13

  We report a copper-catalyzed strategy for arylboronic ester synthesis that exploits photoinduced ligand-to-metal charge transfer (LMCT) to convert (hetero)aryl acids into aryl radicals amenable to ambient-temperature borylation. This near-UV process occurs under mild conditions, requires no prefunctionalization of the native acid, and operates broadly across diverse aryl, heteroaryl, and pharmaceutical

  我们报告了一种用于芳基硼酸酯合成的铜催化策略，该策略利用光诱导配体到金属电荷转移 (LMCT) 将（杂）芳基酸转化为适合环境温度硼化的芳基自由基。这种近紫外过程在温和条件下发生，不需要对天然酸进行预功能化，并且广泛适用于各种芳基、杂芳基和药物底物。我们还报告了一种用于脱羧交叉偶联的一锅程序，该程序将催化 LMCT 硼酸化和钯催化的 Suzuki-Miyaura 芳基化、乙烯基化或与有机溴化物的烷基化结合起来，以获得一系列增值产品。通过开发异选择性双脱羧 C(sp 2 )–C(sp 2）偶联序列，铜催化的两种不同酸（包括药物底物）的 LMCT 硼化和卤化过程与随后的 Suzuki-Miyaura 交叉偶联配对。
• FUSED RING COMPOUND AS FGFR AND VEGFR DUAL INHIBITOR
  申请人：Medshine Discovery Inc.

  公开号：EP3985005A1

  公开（公告）日：2022-04-20

  A fused ring compound as an FGFR and VEGFR dual inhibitor. Particularly, disclosed is a compound represented by formula (III) or a pharmaceutically acceptable salt thereof.

  一种融合环化合物，可作为FGFR和VEGFR的双重抑制剂。特别地，揭示了一种由公式（III）表示的化合物或其药学上可接受的盐。
• INHIBITORS OF THE KYNURENINE PATHWAY
  申请人：CURADEV PHARMA PRIVATE LTD.

  公开号：US20160046596A1

  公开（公告）日：2016-02-18

  The present application provides novel inhibitors of indoleamine 2,3-dioxygenase-1 and/or indoleamine 2,3-dioxygenase-2 and/or tryptophan 2,3-dioxygenase, metabolites thereof, and pharmaceutically acceptable salts or prodrugs thereof. Also provided are methods for preparing these compounds. A therapeutically effective amount of one or more of the compounds of formula (I) is useful in treating diseases resulting from dysregulation of the kynurenine pathway. Compounds of formula (I) act by inhibiting the enzymatic activity or expression of indoleamine 2,3-dioxygenase-1 and/or indoleamine 2,3-dioxygenase-2 and/or tryptophan 2,3-dioxygenase.

  本申请提供了新型的吲哚胺2,3-二氧化酶-1和/或吲哚胺2,3-二氧化酶-2和/或色氨酸2,3-二氧化酶的抑制剂、其代谢物以及药学上可接受的盐或前药。还提供了制备这些化合物的方法。公式（I）中一种或多种化合物的治疗有效量有助于治疗因酪氨酸代谢途径失调而导致的疾病。公式（I）的化合物通过抑制吲哚胺2,3-二氧化酶-1和/或吲哚胺2,3-二氧化酶-2和/或色氨酸2,3-二氧化酶的酶活性或表达来发挥作用。