3-溴-2-吗啉吡啶 | 54231-38-8

• 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 - 有机氮化合物
• 中文名称: 3-溴-2-吗啉吡啶
• 中文别名: 4-(3-溴吡啶-2-基)吗啉
• 英文名称: 4-(3-bromopyridin-2-yl)morpholine
• CAS: 54231-38-8
• 化学式: C₉H₁₁BrN₂O
• 分子量: 243.103
• InChiKey: KNRTVUQBSODXMC-UHFFFAOYSA-N

物化性质

• 熔点：
  94-95 °C
• 沸点：
  337.1±42.0 °C(Predicted)
• 密度：
  1.499±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  25.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Bromo-2-morpholinopyridine
Synonyms: 4-(3-bromopyridin-2-yl)morpholine

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H301: Toxic if swallowed
P301+P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician

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Section 3. Composition/information on ingredients.
Ingredient name: 3-Bromo-2-morpholinopyridine
CAS number: 54231-38-8

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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.
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.
Storage: Store in closed vessels.

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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: C9H11BrN2O
Molecular weight: 243.1

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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, hydrogen bromide.

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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：

  3-溴-2-吗啉吡啶 在 1,1'-bis(diisopropylphosphino)ferrocene 、 palladium diacetate 、 sodium t-butanolate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Developing backbone-modified Mor-DalPhos ligand variants for use in palladium-catalyzed C–N and C–C cross-coupling

  摘要：

  本研究描述了κ²-P,N DalPhos 配体家族的系统结构多样化，旨在提高在氨和丙酮的单芳基化反应中的催化效率。该研究主要集中在修改骨架苯基亚甲基连接物，同时通过使用 P(1-Ad)₂ 和吗啉供体保持与 Mor-DalPhos 配体相同的咬合角和立体位阻。制备了八种新的 Mor-DalPhos 变体；其中两种具有吡啶连接物（L1，L2），另外五种在苯基亚甲基连接物上具有电子给体（L3，L4）或电子吸引体（L5–L7）取代基。此外，还进行了巯吗啉取代（L8）以研究可能的三牙配位模式的影响。制备并表征了通式 LPd(cinnamyl)Cl 的前催化剂配合物，包括溶液和固态。溶液研究表明 Pd-N 键具有显著的活性度，动态行为取决于配体骨架的性质。然后调查了这些新配体在钯催化的氨或丙酮的单芳基化反应中的应用。值得注意的是，基于吡啶的配体变体（L1，L2）在后续转化中表现出优于母体 Mor-DalPhos 的性能。

  DOI：

  10.1139/cjc-2017-0671
• 作为产物：
  描述：

  吗啉 、 3-溴-2-氯吡啶 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到3-溴-2-吗啉吡啶
  参考文献：
  名称：

  通过阴离子闭环合成氮杂菲啶

  摘要：

  据报道通过阴离子闭环的新的和收敛的氮杂菲啶合成。邻-lithiation /氰基吡啶在原位硼化产生相应cyanopyridylboronic酯，它们经历铃木-宫浦交叉偶合，得到关键中间体。加入吗啉锂可产生氮杂菲啶。

  DOI：

  10.1016/j.tet.2005.08.051

文献信息

• Copper-Catalyzed Electrophilic Amination of Heteroarenes and Arenes by CH Zincation
  作者：Stacey L. McDonald、Charles E. Hendrick、Qiu Wang

  DOI：10.1002/anie.201311029

  日期：2014.4.25

  Direct amination of heteroarenes and arenes has been achieved in a one‐pot CH zincation/copper‐catalyzed electrophilic amination procedure. This amination method provides an efficient and rapid approach to access a diverse range of heteroaromatic and aromatic amines including those previously inaccessible using CH amination methods. The mild reaction conditions and good functional‐group compatibility

  杂芳烃和芳烃的直接胺化已经在一锅C - H锌化/铜催化的亲电胺化过程中实现。这种胺化方法提供了一种高效、快速的方法来获得各种杂芳胺和芳香胺，包括以前使用 C - H 胺化方法无法获得的胺。温和的反应条件和良好的官能团相容性证明了其在合成重要且复杂的胺类方面的巨大潜力。
• [EN] BENZENE OR THIOPHENE DERIVATIVE AND USE THEREOF AS VAP-1 INHIBITOR<br/>[FR] DÉRIVÉ DE BENZÈNE OU DE THIOPHÈNE ET SON UTILISATION EN TANT QU'INHIBITEUR DE LA VAP-1
  申请人：R TECH UENO LTD

  公开号：WO2009145360A1

  公开（公告）日：2009-12-03

  The present invention provides a novel benzene derivative or thiophene derivative useful as a VAP-1 inhibitor, or a medicament for the prophylaxis or treatment of a VAP-1 associated disease and the like, namely, a compound represented by the formula (I): wherein each symbol is as defined in the present specification, or a pharmaceutically acceptable salt thereof.

  本发明提供了一种新颖的苯衍生物或噻吩衍生物，可用作VAP-1抑制剂，或用作预防或治疗与VAP-1相关的疾病等的药物，即由以下式（I）表示的化合物：其中每个符号如本说明书中所定义，或其药学上可接受的盐。
• Probing the effect of donor-fragment substitution in Mor-DalPhos on palladium-catalyzed C–N and C–C cross-coupling reactivity
  作者：Sarah M. Crawford、Craig A. Wheaton、Vinayak Mishra、Mark Stradiotto

  DOI：10.1139/cjc-2017-0749

  日期：2018.6

  The competitive catalytic screening of 18 known and newly prepared Mor-DalPhos ligand variants in the palladium-catalyzed cross-coupling of chlorobenzene with aniline, octylamine, morpholine, indole, ammonia, or acetone is presented, including ligands derived from the new secondary phosphine HP(Me2Ad)2 (Me2Ad = 3,5-dimethyladamantyl). Although triarylphosphine ancillary ligand variants performed poorly

  在钯催化的氯苯与苯胺、辛胺、吗啉、吲哚、氨或丙酮的交叉偶联中，对 18 种已知和新制备的 Mor-DalPhos 配体变体进行竞争性催化筛选，包括来自新二级膦 HP 的配体(Me2Ad)2 (Me2Ad = 3,5-二甲基金刚烷基)。尽管三芳基膦辅助配体变体在这些测试反应中表现不佳，但以 PAd2 或 P(Me2Ad)2 供体（Ad = 1-金刚烷基）为特征的配体产生了优异的催化性能。多种 Mor-DalPhos 变体被证明在涉及苯胺、辛胺或吗啉的交叉偶联中有效；相反，只有一小部分配体被证明可用于吲哚、氨或丙酮的相关交叉偶联。在吲哚的N-芳基化的情况下，Mor-DalPhos 配体变体具有邻位分布的 PAd2 和二甲基吗啉代供体片段 (L13)，证明优于所有其他调查的配体，包括亲本配体 Mor-DalPhos (L5)。转换...
• [EN] PYRROLE FUSED-RING PYRAZOLE COMPOUND, AND PREPARATION METHOD THEREFOR AND USE THEREOF<br/>[FR] COMPOSÉ PYRAZOLE À CYCLE FUSIONNÉ DE PYRROLE, SON PROCÉDÉ DE PRÉPARATION ET SON UTILISATION<br/>[ZH] 一种吡咯稠环吡唑类化合物及其制备方法和用途
  申请人：[en]HANGZHOU ZHONGMEIHUADONG PHARMACEUTICAL CO., LTD.;[zh]杭州中美华东制药有限公司

  公开号：WO2023131271A1

  公开（公告）日：2023-07-13

  本发明属于医药技术领域，具体涉及式（I）的吡咯稠环吡唑类化合物或其药学上可接受的盐，本发明还涉及所述化合物的药物制剂、药物组合物及其应用，所述化合物可用于制备治疗或者预防由HPK1介导的相关疾病的药物的用途。
• Copper-Catalyzed Electrophilic Amination of Heteroaromatic and Aromatic C−H Bonds via TMPZnCl•LiCl Mediated Metalation
  作者：Stacey McDonald

  DOI：10.15227/orgsyn.092.0356

  日期：——