4-溴-3-羟甲基吡啶 | 197007-87-7

• 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: 4-溴-3-羟甲基吡啶
• 中文别名: 4-溴-3-嘧啶甲醇
• 英文名称: (4-bromopyridin-3-yl)methanol
• CAS: 197007-87-7
• 化学式: C₆H₆BrNO
• 分子量: 188.024
• InChiKey: DDZMBVCLSZAYOT-UHFFFAOYSA-N

物化性质

• 沸点：
  302.8±27.0 °C(Predicted)
• 密度：
  1.668

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 安全说明：
  S26,S39
• 危险类别码：
  R41
• 海关编码：
  2933399090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: (4-Bromopyridin-3-yl)methanol
Synonyms: 4-Bromo-3-hydroxymethylpyridine

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: (4-Bromopyridin-3-yl)methanol
CAS number: 197007-87-7

---

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.

---

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.

---

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:

---

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.

---

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: C6H6BrNO
Molecular weight: 188.0

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

应用

4-溴-3-羟甲基吡啶可作为中间体用于合成其他具有一定活性的化合物。其应用示例如下：

4-溴-3-羟甲基吡啶（6）与碘吡啶甲醇溶液和炔基酚（7）进行Mitsunobu反应，制备得到化合物1，反应方程式如下：

之后，在3-硝基苯基硼酸存在的情况下，对炔烃芳基碘化物（1）进行钯催化反应，得到吡啶氧杂环庚烷2a，反应方程式如下：

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  4-溴吡啶-3-甲醛	4-bromonicotinaldehyde	154105-64-3	C6H4BrNO	186.008

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	4-bromo-3-(methoxymethyl)pyridine	1616105-25-9	C7H8BrNO	202.051
  ——	4-bromo-3-pyridinemethanol benzyl ether	197007-88-8	C13H12BrNO	278.148

反应信息

• 作为反应物：
  描述：

  4-溴-3-羟甲基吡啶 在 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 4-((4-bromopyridin-3-yl)methyl)-4-cyanopiperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  SPIRO AROMATIC RING COMPOUND AND APPLICATION THEREOF

  摘要：

  提供的是化合物I的结构或其药用可接受的盐、对映体、二对映体、互变异构体、溶剂合物、同位素取代基、多型体、前药或其代谢物。还提供了一种制备化合物I的方法。化合物I具有更高的对SHP2的抑制活性，因此可用于预防或治疗与SHP2相关的疾病。

  公开号：

  US20200317695A1
• 作为产物：
  描述：

  4-溴吡啶盐酸盐 在 二异丁基氢化铝 、 lithium diisopropyl amide 作用下， 生成 4-溴-3-羟甲基吡啶
  参考文献：
  名称：

  trans-2,6-, 3,6- and 4,6-Diaza-5,6,6a,7,8,12b-hexahydrobenzo[C]phenanthrene-10,11-diols as dopamine agonists

  摘要：

  The title compounds were synthesized by replacing the thiophene moiety of A-86929(2a) with variously substituted pyridines. Dopamine D-1 and D-2 binding and adenylate cyclase assays indicate that 4,6-diaza compounds 15 are potent and selective full D1 agonists when R-1 is H or a small substituent and R-2 = H, with D1 binding affinity and adenylate cyclase functional potency equivalent to that of A-86929(2a). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00214-0

文献信息

• Tricyclic compounds, a process for their preparation and pharmaceutical compositions containing them
  申请人：Casara Patrick

  公开号：US20080188460A1

  公开（公告）日：2008-08-07

  Compounds of formula (I): wherein A represents a 5, 6 or 7-membered (hetero)aromatic or non-aromatic ring, n and n′ represent 0, 1 or 2 X represents an alkylene chain as defined in the description, R 3 represents an aryl or heteroaryl group, one of the groups R 1 and R 2 represents a hydrogen atom and the other represents a group of formula (II) as defined in the description. Medicinal products containing the same which are useful in treating conditions involving a defect in apoptosis.

  式(I)的化合物： 其中 A代表一个5、6或7-成员的(杂)芳香族或非芳香族环， n和n′代表0、1或2 X代表描述中定义的烷基链， R3代表芳基或杂芳基团， R1和R2中的一个代表氢原子，另一个代表描述中定义的式(II)的团。 含有这些化合物的药物，对治疗涉及凋亡缺陷的疾病有用。
• An Intra/Intermolecular Suzuki Sequence to Benzopyridyloxepines Containing Geometrically Pure Exocyclic Tetrasubstituted Alkenes
  作者：Matthew W. Carson、Matthew W. Giese、Michael J. Coghlan

  DOI：10.1021/ol800834q

  日期：2008.7.3

  A route to enable the preparation of 5-benzylidenyl-benzopyridyloxepine analogues was developed to continue our research in the field of nuclear hormone receptor modulators. The key steps are 1) a syn-stereoselective diboration of a tethered aryl alkyne; 2) an intramolecular Suzuki cross-coupling reaction, which forms in a stereo- and regiocontrolled fashion, the 5-exoalkylidenyl 7-membered ring imbedded

  开发了一种制备5-亚苄基-苯并吡啶基氧杂庚酮类似物的途径，以继续我们在核激素受体调节剂领域的研究。关键步骤是：1）拴系芳基炔的顺-立体选择性二硼化；2）以立体和区域控制的方式形成的分子内Suzuki交叉偶联反应，将5-外亚烷基亚甲基7元环嵌入支架的核心中；和 3）分子间的铃木，以提供最终的四取代的烯烃基苯并吡啶基氧杂环丁烷。
• [EN] PEST CONTROL AGENT<br/>[FR] AGENT DE LUTTE CONTRE LES ORGANISMES NUISIBLES
  申请人：ISHIHARA SANGYO KAISHA

  公开号：WO2014098259A1

  公开（公告）日：2014-06-26

  Objects of the present invention are to provide a compound which is highly active against pests, to provide a pest control agent comprising the compound, and to provide a method for controlling a pest by applying the compound. The present invention provides a 4-(arylethynyl)pyridine or a salt thereof, a pest control agent which comprises the 4-(arylethynyl)pyridine or salt thereof as an active ingredient, and a method for controlling a pest by applying the 4-(arylethynyl)pyridine or salt thereof in an effective amount.

  本发明的目的是提供一种对害虫高度活性的化合物，提供包括该化合物的杀虫剂，并提供一种通过应用该化合物来控制害虫的方法。本发明提供了一种4-(芳基乙炔基)吡啶或其盐，一种包括4-(芳基乙炔基)吡啶或其盐作为活性成分的杀虫剂，以及一种通过应用4-(芳基乙炔基)吡啶或其盐的有效量来控制害虫的方法。
• [EN] SPIROCYCLIC O-GLYCOPROTEIN-2-ACETAMIDO-2-DEOXY-3-D-GLUCOPYRANOSIDASE INHIBITORS<br/>[FR] INHIBITEURS SPIROCYCLIQUES D'O-GLYCOPROTÉINE-2-ACÉTAMIDO-2-DÉSOXY-3-D-GLUCOPYRANOSIDASE
  申请人：BIOGEN MA INC

  公开号：WO2021086966A1

  公开（公告）日：2021-05-06

  Described herein are compounds represented by formula (I) or formula (la) or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising the same and methods of preparing and using the same. The variables R1, R2, R3, R4, R5, R6, Y1, Y2, D, E, G1, G2, n and p are as defined herein.

  本文描述了由公式（I）或公式（la）表示的化合物，或其药学上可接受的盐，包括含有这些化合物的药物组合物以及制备和使用这些化合物的方法。变量R1、R2、R3、R4、R5、R6、Y1、Y2、D、E、G1、G2、n和p的定义如本文所述。
• 有害生物防除剤
  申请人：石原産業株式会社

  公开号：JP2016011294A

  公开（公告）日：2016-01-21

  【課題】 本発明の目的は、有害生物に対して高活性な化合物を提供すること、該化合物を用いた有害生物防除剤を提供すること、該化合物を施用して有害生物を防除する方法を提供することである。【解決手段】 本発明は、式（Ｉ）： 【化１】〔式中、Ｒ１はハロゲン原子、ヒドロキシル、ホルミル、フェノキシ、トリアルキルシリル、置換可アルキル又は置換可ハロアルキル基、置換可アルコキシ又は置換可ハロアルケニルオキシ基であり；Ｒ２は水素原子、ホルミル、ベンジルオキシ、置換可アルキル、置換可アルケニル、置換可アルキニル、置換可アルコキシ、置換可シクロアルコキシ、置換可ハロアルコキシ又は置換可アルキルアミノであり；nは０〜３の整数であり；隣接する２つのＲ１が一緒になって、ベンゼン環又はピリジン環と共に縮合環を形成してもよい〕で表される化合物又はその塩を有効成分として含有する有害生物防除剤を提供する。【選択図】 なし

  本发明的目的是提供对有害生物具有高活性的化合物，提供使用该化合物的有害生物防治剂，提供使用该化合物施用防治有害生物的方法。本发明涉及的化合物具有以下结构（I）：【化1】（其中，R1代表卤素原子、羟基、甲酰基、苯氧基、三烷基硅基、可取代烷基或可取代卤代烷基、可取代烷氧基或可取代卤代烯基氧基；R2代表氢原子、甲酰基、苄氧基、可取代烷基、可取代烯基、可取代炔基、可取代烷氧基、可取代环烷氧基、可取代卤代烷氧基或可取代烷基氨基；n为0~3的整数；相邻的两个R1可结合在一起，形成缩合环与苯环或吡啶环共同）的化合物或其盐作为有效成分的有害生物防治剂。