2,3-二氯吡啶-4-硼酸 | 951677-39-7

• 物质功能分类: 医药中间体 - 杂环化合物 - 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: 2,3-二氯吡啶-4-硼酸
• 中文别名: 2.3-二氯-4-硼酸吡啶；2,3-二氯-4-硼酸吡啶
• 英文名称: 2,3-dichloropyridine-4-boronic acid
• 英文别名: (2,3-dichloropyridin-4-yl)boronic acid
• CAS: 951677-39-7
• 化学式: C₅H₄BCl₂NO₂
• mdl: MFCD04038756
• 分子量: 191.809
• InChiKey: ABRTZUPJNVJMHP-UHFFFAOYSA-N

物化性质

• 熔点：
  136-138°C
• 沸点：
  375.7±52.0 °C(Predicted)
• 密度：
  1.56±0.1 g/cm3(Predicted)
• 溶解度：
  易溶于有机溶剂。

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2933399090
• 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
2,3-Dichloropyridine-4-boronic acid
Product Name:
Synonyms: 2,3-Dichloropyridin-4-ylboronic acid; 2,3-dichloro-4-pyridineboronic acid

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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

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Section 3. Composition/information on ingredients.
2,3-Dichloropyridine-4-boronic acid
Ingredient name:
CAS number: 951677-39-7

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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.

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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.
Storage: Store in closed vessels, refrigerated.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C5H4BCl2NO2
Molecular weight: 191.8

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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 chloride.

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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：

  2,3-二氯吡啶-4-硼酸 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 二异丁基氢化铝 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 、 乙腈 为溶剂， 反应 2.5h， 生成 (R)-(3-(1-amino-8-azaspiro[4.5]decan-8-yl)-6-(2,3-dichloropyridin-4-yl)pyrazin-2-yl)methanol
  参考文献：
  名称：

  [EN] PYRIDINE, PYRAZINE, AND TRIAZINE COMPOUNDS AS ALLOSTERIC SHP2 INHIBITORS
  [FR] PYRIDINE, PYRAZINE ET COMPOSÉS DE TRIAZINE UTILISÉS EN TANT QU'INHIBITEURS ALLOSTÉRIQUES DE SHP2

  摘要：

  本公开涉及SHP2的抑制剂及其在疾病治疗中的应用。同时还披露了包含这些抑制剂的药物组合物。

  公开号：

  WO2019075265A1
• 作为产物：
  描述：

  2,3-二氯吡啶 在 正丁基锂 、 二异丙胺 、 硼酸三异丙酯 、 氢溴酸 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 4.0h， 以56%的产率得到2,3-二氯吡啶-4-硼酸
  参考文献：
  名称：

  铃木交叉偶联反应制备（二甲氧基和二卤吡啶基）硼酸和高度官能化的杂芳基吡啶

  摘要：

  我们报道了（2,6-二甲氧基-3-吡啶基）硼酸（2）、（2,3-二甲氧基-4-吡啶基）硼酸（4）、（2,6-二氟-3-吡啶基）的合成硼酸 (6)、(2,6-二氯-3-吡啶基) 硼酸 (8) 和 (2,3-二氯-4-吡啶基) 硼酸 (10) 通过在相应的双取代吡啶上进行定向邻位金属化反应前体，然后与硼酸三异丙酯 (TPB) 或硼酸三甲酯反应。已经评估了吡啶基硼酸与杂芳基卤化物在 Suzuki-Miyaura 交叉偶联反应中的反应性。从而以中等至高产率获得了新的高度官能化的杂芳基吡啶衍生物。8 和 3-氨基-2-氯吡啶反应生成稀有的 5H-吡咯并[2,3-b:4,5-b']二吡啶（即 1, 5-二氮杂咔唑）环系统通过顺序交叉偶联和分子内环化反应。报道了吡啶基硼酸 2、4、8 和 10 的 X 射线晶体结构。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim

  DOI：

  10.1002/ejoc.200701156

文献信息

• [EN] PYRIDINE AND PYRIMIDINE CARBOXYLATE HERBICIDES AND METHODS OF USE THEREOF<br/>[FR] HERBICIDES CARBOXYLATES DE PYRIDINE ET DE PYRIMIDINE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2019084353A1

  公开（公告）日：2019-05-02

  Provided herein are pyridine and pyrimidine carboxylates and their derivatives, and compositions and methods of use thereof as herbicides.

  本文提供吡啶和嘧啶羧酸盐及其衍生物，以及它们作为除草剂的组合物和使用方法。
• 作为FGFR4抑制剂的杂环化合物
  申请人：齐鲁制药有限公司

  公开号：CN112341431A

  公开（公告）日：2021-02-09

  本发明提供了作为成纤维细胞生长因子受体4(FGFR4)选择性抑制剂的杂环化合物，含有所述化合物的药物组合物，所述化合物的制备方法和以及利用本发明化合物治疗细胞增殖性疾病，例如癌症的方法。
• Development of Selective CBP/P300 Benzoxazepine Bromodomain Inhibitors
  作者：Tobias A. Popp、Cynthia Tallant、Catherine Rogers、Oleg Fedorov、Paul E. Brennan、Susanne Müller、Stefan Knapp、Franz Bracher

  DOI：10.1021/acs.jmedchem.6b00774

  日期：2016.10.13

  catalytic domain that is important for the targeting of CBP/P300 to chromatin and which offeres an opportunity for the development of protein–protein interaction inhibitors. Here we present the development of CBP/P300 bromodomain inhibitors with 2,3,4,5-tetrahydro-1,4-benzoxazepine backbone, an N-acetyl-lysine mimetic scaffold that led to the recent development of the chemical probe I-CBP112. We present

  CBP（CREB（cAMP反应元件结合蛋白）结合蛋白（CREBBP））和P300（与腺病毒E1A相关的300 kDa蛋白）是两个密切相关的组蛋白乙酰转移酶（HATs），它们在基因转录的调控中起着关键作用。两种蛋白质均包含位于HAT催化域侧翼的溴结构域，这对于CBP / P300靶向染色质很重要，这为开发蛋白质-蛋白质相互作用抑制剂提供了机会。在这里，我们介绍CBP / P300溴结构域抑制剂与2,3,4,5-tetrahydro-1,4-benzoxazep​​ine主链（N-乙酰基赖氨酸模拟支架，导致了化学探针I-CBP112的最新开发。我们介绍了该抑制剂类型的综合SAR以及最有效和选择性抑制剂TPOP146的靶细胞活性证明，该抑制剂对CBP具有134 nM的亲和力，对其他溴结构域具有出色的选择性。
• Asymmetric Synthesis of 1-Heteroaryl-1-arylalkyl Tertiary Alcohols and 1-Pyridyl-1-arylethanes by Lithiation–Borylation Methodology
  作者：Charlotte G. Watson、Varinder K. Aggarwal

  DOI：10.1021/ol400289v

  日期：2013.3.15

  The synthesis of highly enantioenriched α-heterocyclic tertiary alcohols has been achieved via lithiation–borylation of a configurationally stable lithiated carbamate and heterocyclic pinacol boronic esters followed by oxidation. Protodeboronation of the α-heterocyclic tertiary boronic esters using TBAF·3H2O or CsF gave highly enantioenriched 1-pyridyl-1-arylethanes in high er.

  高度对映体富集的α-杂环叔醇的合成是通过对构型稳定的锂化氨基甲酸酯和杂环频哪醇硼酸酯进行锂化-硼化，然后进行氧化来实现的。使用TBAF·3H 2 O或CsF对α-杂环叔硼酸酯进行原硼酸脱硼，可以得到较高对映体含量的高对映体富集的1-吡啶基-1-芳基乙烷。
• SHP2 PHOSPHATASE ALLOSTERIC INHIBITOR
  申请人：Beijing Shenogen Pharma Group Ltd.

  公开号：EP3984999A1

  公开（公告）日：2022-04-20

  A SHP2 phosphatase allosteric inhibitor and a drug containing said inhibitor, the SHP2 phosphatase allosteric inhibitor having the structure shown in formula (I), and the use of an optical isomer compound of the SHP2 phosphatase allosteric inhibitor or a pharmaceutically acceptable salt thereof in the preparation of drugs for the treatment of tumor diseases.

  一种SHP2磷酸酶变构抑制剂和含有该抑制剂的药物，该SHP2磷酸酶变构抑制剂具有公式（I）所示的结构，并且利用该SHP2磷酸酶变构抑制剂的光学异构体化合物或其药学上可接受的盐在制备用于治疗肿瘤疾病的药物中。