2-溴-4-碘吡啶 | 100523-96-4

• 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-溴-4-碘吡啶
• 中文别名: 4-碘-2-溴吡啶
• 英文名称: 2-bromo-4-iodopyridine
• CAS: 100523-96-4
• 化学式: C₅H₃BrIN
• mdl: MFCD03085768
• 分子量: 283.894
• InChiKey: HPKRNLGLZYOVJS-UHFFFAOYSA-N

物化性质

• 熔点：
  61°C
• 沸点：
  286.7±25.0 °C(Predicted)
• 密度：
  2.347±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与强氧化剂和光照直接接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 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-Bromo-4-iodopyridine
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

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Section 3. Composition/information on ingredients.
2-Bromo-4-iodopyridine
Ingredient name:
CAS number: 100523-96-4

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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: C5H3BrIN
Molecular weight: 283.9

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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 bromide, hydrogen Iodide.

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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

制备方法与用途

应用2-溴-4-碘吡啶是一种吡啶类有机化合物，可用作医药中间体。

反应信息

• 作为反应物：
  描述：

  2-溴-4-碘吡啶 在 palladium diacetate 、 四(三苯基膦)钯 四丁基溴化铵 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 60.0h， 生成 4-(4-甲基苯基)-2-[4-(4-甲基苯基)吡啶-2-基]吡啶
  参考文献：
  名称：

  A Concise Synthesis of 2,4-Disubstituted Pyridines: A Convenient Synthesis of 2-Bromo-4-iodopyridine via Halogen Dance and Its Successive One-Pot Disubstitutions

  摘要：

  作为2,4-二取代吡啶的关键构件，2-溴-4-碘吡啶通过“卤素舞”方法方便地从2-溴吡啶合成，使用了LDA和I2。随后，2-溴-4-碘吡啶在一锅反应中转化为其他2,4-二芳基吡啶和4-芳基-2,2′-联吡啶。

  DOI：

  10.1055/s-2004-831259
• 作为产物：
  描述：

  2-溴-3-碘吡啶 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到2-溴-4-碘吡啶
  参考文献：
  名称：

  A Concise Synthesis of 2,4-Disubstituted Pyridines: A Convenient Synthesis of 2-Bromo-4-iodopyridine via Halogen Dance and Its Successive One-Pot Disubstitutions

  摘要：

  作为2,4-二取代吡啶的关键构件，2-溴-4-碘吡啶通过“卤素舞”方法方便地从2-溴吡啶合成，使用了LDA和I2。随后，2-溴-4-碘吡啶在一锅反应中转化为其他2,4-二芳基吡啶和4-芳基-2,2′-联吡啶。

  DOI：

  10.1055/s-2004-831259

文献信息

• [EN] NOVEL HETEROCYCLIC COMPOUNDS AS ANTIMALARIAL AGENTS<br/>[FR] NOUVEAUX COMPOSÉS HÉTÉROCYCLIQUES UTILES EN TANT QU'AGENTS ANTIPALUDIQUES
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2015028989A1

  公开（公告）日：2015-03-05

  The invention relates to novel heterocyclic compounds of the Formula I. The invention also concerns related aspects including processes for the preparation of the compounds, pharmaceutical compositions containing one or more compounds of the Formula I and especially their use as medicaments to treat or prevent malaria infections or to treat or prevent other protozoal diseases like sleeping sickness, Chagas disease, amebiasis, giardiasis, trichomoniasis, toxoplasmosis, and leishmaniasis.

  本发明涉及式I的新颖杂环化合物。本发明还涉及包括制备化合物的方法、包含式I的一个或多个化合物的药物组合物，尤其是它们作为药物用于治疗或预防疟疾感染或治疗或预防其他原虫疾病，如昏睡病、查加斯病、阿米巴病、贾第虫病、滴虫病、弓形虫病和利什曼病。
• Ligand-Promoted <i>Meta</i>-C–H Arylation of Anilines, Phenols, and Heterocycles
  作者：Peng Wang、Marcus E. Farmer、Xing Huo、Pankaj Jain、Peng-Xiang Shen、Mette Ishoey、James E. Bradner、Steven R. Wisniewski、Martin D. Eastgate、Jin-Quan Yu

  DOI：10.1021/jacs.6b04966

  日期：2016.7.27

  Here we report the development of a versatile 3-acetylamino-2-hydroxypyridine class of ligands that promote meta-C-H arylation of anilines, heterocyclic aromatic amines, phenols, and 2-benzyl heterocycles using norbornene as a transient mediator. More than 120 examples are presented, demonstrating this ligand scaffold enables a wide substrate and coupling partner scope. Meta-C-H arylation with heterocyclic

  在这里，我们报告了一种通用的 3-乙酰氨基-2-羟基吡啶类配体的开发，这些配体使用降冰片烯作为瞬态介质促进苯胺、杂环芳香胺、苯酚和 2-苄基杂环的间位 CH 芳基化。提供了 120 多个例子，证明了这种配体支架能够实现广泛的底物和偶联伙伴范围。使用该配体还首次实现了以杂环芳基碘化物作为偶联伙伴的间位 CH 芳基化。通过允许来那度胺衍生物的间位 CH 芳基化，展示了这种药物发现转化的效用。还展示了该反应的无银方案的第一步。
• 신규한 유기화합물, 상기 유기화합물을 포함하는 유기 전계발광 소자용 재료 및 유기 전계발광 소자
  申请人：NANJING TOPTO MATERIALS CO., LTD. 난징고광반도체재료유한회사(520150650957)

  公开号：KR20200108162A

  公开（公告）日：2020-09-17

  본 발명은 화학식 1로 표시되는 신규한 유기화합물, 상기 유기화합물을 포함하는 유기 전계발광 소자용 재료 및 유기 전계발광 소자를 제공한다.

  本发明提供了一种被表示为化学式1的新有机化合物，包括所述有机化合物的有机电致发光器件材料和有机电致发光器件。
• Diverse <i>ortho</i>-C(sp²)–H Functionalization of Benzaldehydes Using Transient Directing Groups
  作者：Xi-Hai Liu、Hojoon Park、Jun-Hao Hu、Yan Hu、Qun-Liang Zhang、Bao-Long Wang、Bing Sun、Kap-Sun Yeung、Fang-Lin Zhang、Jin-Quan Yu

  DOI：10.1021/jacs.6b11188

  日期：2017.1.18

  Pd-catalyzed C-H functionalizations promoted by transient directing groups remain largely limited to C-H arylation only. Herein, we report a diverse set of ortho-C(sp2)-H functionalizations of benzaldehyde substrates using the transient directing group strategy. Without installing any auxiliary directing group, Pd(II)-catalyzed C-H arylation, chlorination, bromination, and Ir(III)-catalyzed amidation

  由瞬态导向基团促进的 Pd 催化的 CH 官能化仍然主要仅限于 CH 芳基化。在此，我们报告了使用瞬态定向组策略对苯甲醛底物进行的一组不同的邻 C(sp2)-H 功能化。在不安装任何辅助导向基团的情况下，可以在苯甲醛底物上实现 Pd(II) 催化的 CH 芳基化、氯化、溴化和 Ir(III) 催化的酰胺化。通过亚胺键原位形成的瞬态导向基团可以覆盖其他能够指导 CH 活化或催化剂中毒的配位官能团，显着扩大了金属催化的苯甲醛 CH 官能化的范围。这种方法的实用性通过多种应用得到证明，包括药物类似物的后期多样化。
• [EN] ARYL, HETEROARY, AND HETEROCYCLIC PHARMACEUTICAL COMPOUNDS FOR TREATMENT OF MEDICAL DISORDERS<br/>[FR] COMPOSÉS PHARMACEUTIQUES ARYLE, HÉTÉROARYLES ET HÉTÉROCYCLIQUES POUR LE TRAITEMENT DE TROUBLES MÉDICAUX
  申请人：ACHILLION PHARMACEUTICALS INC

  公开号：WO2018160889A1

  公开（公告）日：2018-09-07

  Complement Factor D inhibitors, pharmaceutical compositions, and uses thereof, as well as processes for their manufacture are provided. The compounds provided include Formula I, Formula II, Formula III, Formula IV, and Formula V, or a pharmaceutically acceptable salt, prodrug, isotopic analog, N-oxide, or isolated isomer thereof, optionally in a pharmaceutically acceptable composition. The inhibitors described herein target Factor D and inhibit or regulate the complement cascade.

  提供了抑制补体因子D的抑制剂、药物组合物及其用途，以及它们的制备方法。所提供的化合物包括公式I、公式II、公式III、公式IV和公式V，或其药学上可接受的盐、前药、同位素类似物、N-氧化物或其分离异构体，可选地在药学上可接受的组合物中。本文描述的抑制剂针对因子D并抑制或调节补体级联反应。