N-甲基吡咯-3-硼酸频哪醇酯 | 953040-54-5

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸酯
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: N-甲基吡咯-3-硼酸频哪醇酯
• 中文别名: 1-甲基-3-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)-1H-吡咯
• 英文名称: 1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole
• 英文别名: 1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole
• CAS: 953040-54-5
• 化学式: C₁₁H₁₈BNO₂
• 分子量: 207.08
• InChiKey: SYAMJGBBLFTQTK-UHFFFAOYSA-N

物化性质

• 熔点：
  55-58 °C
• 沸点：
  296.9±13.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.32
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  23.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26
• 危险类别码：
  R36
• 海关编码：
  2934999090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Methylpyrrole-3-boronic acid, pinacol ester
Synonyms: 1-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 1-Methylpyrrole-3-boronic acid, pinacol ester
CAS number: 953040-54-5

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
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.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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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.

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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.
Store in closed vessels, refrigerated.
Storage:

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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
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C11H18BNO2
Molecular weight: 207.1

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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.

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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：

  N-甲基吡咯-3-硼酸频哪醇酯 以 1,4-二氧六环 为溶剂， 生成 4-(1-Methyl-1H-pyrrol-3-yl)-6-(2-quinolin-2-yl-ethyl)-6,7-dihydro-pyrrolo[3,4-b]pyridin-5-one
  参考文献：
  名称：

  NOVEL INHIBITOR COMPOUNDS OF PHOSPHODIESTERASE TYPE 10A

  摘要：

  本发明涉及新型的氨基甲酸酰胺化合物、含有它们的药物组合物及其在治疗中的应用。这些化合物具有宝贵的治疗特性，特别适用于治疗或控制神经疾病和精神疾病，用于改善与这些疾病相关的症状，并用于降低这些疾病的风险。

  公开号：

  US20130005705A1
• 作为产物：
  描述：

  3-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)-1-[三s(1-甲基乙基)甲硅烷基]-1H-吡咯 在 四丁基氟化铵 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 2.75h， 生成 N-甲基吡咯-3-硼酸频哪醇酯
  参考文献：
  名称：

  钯（II）催化的C ？H激活级联序列的多杂环形成。

  摘要：

  多杂环存在于许多天然产物中，并且在功能材料和药物设计中是有用的部分。作为合成花粉生物碱的计划的一部分，已经开发了一种新型的钯（II）催化的CH活化策略来构建此类系统。从简单的1,3-二烯基取代的杂环开始，可以一步合成大量包含吡咯，吲哚，呋喃和噻吩部分的多环系统。

  DOI：

  10.1002/anie.201501037

文献信息

• [EN] Amide compounds and uses thereof<br/>[FR] COMPOSÉS AMIDES ET LEURS UTILISATIONS
  申请人：HUTCHISON MEDIPHARMA LTD

  公开号：WO2021197276A1

  公开（公告）日：2021-10-07

  Provided herein are novel amide compounds of formula (I), pharmaceutical compositions comprising same, methods for preparing same, and uses thereof, wherein the definition of each symbol is as described in the description.

  本文提供了化合物的新型酰胺化合物的公式(I)，包括相同的药物组合物，制备相同的方法以及它们的用途，其中每个符号的定义如描述中所述。
• [EN] PYRIDIN-3-YL ACETIC ACID DERIVATIVES AS INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION<br/>[FR] DÉRIVÉS D'ACIDE PYRIDIN-3-YLE ACÉTIQUE UTILISÉS EN TANT QU'INHIBITEURS DE LA RÉPLICATION DU VIRUS DE L'IMMUNODÉFICIENCE HUMAINE
  申请人：VIIV HEALTHCARE UK NO 5 LTD

  公开号：WO2018127800A1

  公开（公告）日：2018-07-12

  Disclosed are compounds of Formula I, including pharmaceutically acceptable salts, pharmaceutical compositions comprising the compounds, methods for making the compounds and their use in inhibiting HIV integrase and treating those infected with HIV or AIDS. (I)

  公开了公式I的化合物，包括药用可接受的盐、包含这些化合物的药物组合物、制备这些化合物的方法，以及它们在抑制HIV整合酶和治疗HIV或艾滋病感染者中的用途。
• Practical and Scalable Synthesis of Borylated Heterocycles Using Bench-Stable Precursors of Metal-Free Lewis Pair Catalysts
  作者：Arumugam Jayaraman、Luis C. Misal Castro、Frédéric-Georges Fontaine

  DOI：10.1021/acs.oprd.8b00248

  日期：2018.11.16

  A practical and scalable metal-free catalytic method for the borylation and borylative dearomatization of heteroarenes has been developed. This synthetic method uses inexpensive and conveniently synthesizable bench-stable precatalysts of the form 1-NHR2-2-BF3-C6H4, commercially and synthetically accessible heteroarenes as substrates, and pinacolborane as the borylation reagent. The preparation of several

  已开发出一种实用且可扩展的无杂芳烃的硼化和硼基脱芳香化的无金属催化方法。这种合成方法使用廉价且可方便合成的1-NHR 2 -2-BF 3 -C 6 H 4形式的台式稳定型预催化剂。，市售和合成途径可得到的杂芳烃作为底物，频哪醇硼烷作为硼化试剂。在无溶剂条件下，无需使用Schlenk技术或手套箱即可制备2和50 g规模的数个硼化杂环。使用这种经济高效的绿色方法还可以实现其中一种杂芳烃底物的公斤级硼化，这证明了我们的方法可以在精细化工行业中方便地实施的事实。
• [EN] IMIDAZOLE COMPOUNDS AS MODULATORS OF FSHR AND USES THEREOF<br/>[FR] COMPOSÉS IMIDAZOLE SERVANT DE MODULATEURS DES RÉCEPTEURS DE LA FSHR ET LEURS UTILISATIONS
  申请人：MERCK PATENT GMBH

  公开号：WO2014209978A1

  公开（公告）日：2014-12-31

  The present invention relates to imidazole compounds, and pharmaceutically acceptable compositions thereof, useful as positive allosteric modulators of follicle stimulating hormone receptor (FSHR).

  本发明涉及咪唑化合物，以及由此产生的药物可接受的组合物，可用作促卵泡激素受体（FSHR）的正变构调节剂。
• Metal-Free Borylation of Heteroarenes Using Ambiphilic Aminoboranes: On the Importance of Sterics in Frustrated Lewis Pair C–H Bond Activation
  作者：Julien Légaré Lavergne、Arumugam Jayaraman、Luis C. Misal Castro、Étienne Rochette、Frédéric-Georges Fontaine

  DOI：10.1021/jacs.7b08143

  日期：2017.10.18

  were synthesized, and their structural features were elucidated both in solution and in the solid state. The reactivity of these species for the borylation of heteroarenes was investigated and compared to previously reported (1-TMP-2-BH2-C6H4)2 (1; TMP = tetramethylpiperidyl) and (1-NMe2-2-BH2-C6H4)2 (4; NMe2 = dimethylamino). It was shown that 2 and 3 are more active catalysts for the borylation

  两种新型受阻路易斯对 (FLP) 氨基硼烷，(1-Pip-2-BH2-C6H4)2 (2; Pip = 哌啶基) 和 (1-NEt2-2-BH2-C6H4)2 (3; NEt2 = 二乙氨基)，合成，并阐明了它们在溶液和固态中的结构特征。研究了这些物质对杂芳烃硼化的反应性，并与之前报道的 (1-TMP-2-BH2-C6H4)2 (1; TMP = 四甲基哌啶基) 和 (1-NMe2-2-BH2-C6H4)2 ( 4；NMe2 = 二甲氨基）。结果表明，2 和 3 是比体积更大的类似物 1 更活跃的杂芳烃硼化催化剂。用 1 和 2 进行动力学研究和密度泛函理论计算，以确定这种 FLP 催化转化的氨基的影响。发现 CH 活化步骤对于较小的胺更容易，但代价是二聚体更难解离。所有催化剂 (1F-4F) 的实验室稳定氟硼酸盐已被合成并测试了硼化反应。新的预催化剂 2F 和 3F 在多克级合成中显示出更高的反应速率和产率。