2-氰基-3-氟吡啶 | 97509-75-6

• 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-氰基-3-氟吡啶
• 中文别名: 3-氟吡啶-2-甲酸；3-氟-2-吡啶甲腈；3-氟吡啶-2-甲腈；3-氟-2-氰基吡啶
• 英文名称: 3-fluoropicolinonitrile
• 英文别名: 3-fluoro-pyridine-2-carbonitrile；2-cyano-3-fluoropyridine；3-fluoro-2-pyridinecarbonitrile；3-fluoropyridine-2-carbonitrile
• CAS: 97509-75-6
• 化学式: C₆H₃FN₂
• mdl: MFCD06797501
• 分子量: 122.102
• InChiKey: VZFPSCNTFBJZHB-UHFFFAOYSA-N

物化性质

• 熔点：
  27-30°C
• 沸点：
  120-125 °C(Press: 17 Torr)
• 密度：
  1.24±0.1 g/cm3(Predicted)
• 闪点：
  104 °C
• 溶解度：
  可溶于氯仿（少量）、DMSO（少量）
• 稳定性/保质期：
  常温常压下稳定，应避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 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：
  36.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  6.1
• 危险品标志：
  Xn
• 安全说明：
  S23,S26,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• WGK Germany：
  3
• 海关编码：
  2933399090
• 危险品运输编号：
  3276
• 危险类别：
  6.1
• 包装等级：
  III
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319
• 储存条件：
  密封保存，应储存在阴凉干燥的库房中，并远离氧化剂。

SDS

2-Cyano-3-fluoropyridine
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 2-Cyano-3-fluoropyridine

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Acute toxicity (Oral) Category 3
Category 3
Acute toxicity (Dermal)
Acute toxicity (Inhalation) Category 3
Category 2
Skin corrosion/irritation
Serious eye damage/eye irritation Category 2A
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Danger
Toxic if swallowed, in contact with skin or if inhaled
Hazard statements
Causes skin irritation
Causes serious eye irritation
Precautionary statements:
Avoid breathing dust/fume/gas/mist/vapours/spray.
[Prevention]
Use only outdoors or in a well-ventilated area.
Do not eat, drink or smoke when using this product.
Wash hands thoroughly after handling.
Wear protective gloves and eye/face protection.
[Response] IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for
breathing. Call a POISON CENTER or doctor/physician.
IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. Rinse
mouth.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
if present and easy to do. Continue rinsing.
If eye irritation persists: Get medical advice/attention.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Remove/Take off immediately all contaminated clothing.
Wash contaminated clothing before reuse.
Call a POISON CENTER or doctor/physician if you feel unwell.
2-Cyano-3-fluoropyridine

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Section 2. HAZARDS IDENTIFICATION
[Storage] Store in a well-ventilated place. Keep container tightly closed.
Store locked up.
[Disposal] Dispose of contents/container through a waste management company authorized by
the local government.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 2-Cyano-3-fluoropyridine
>98.0%(GC)
Percent:
CAS Number: 97509-75-6
3-Fluoro-2-pyridinecarbonitrile
Synonyms:
Chemical Formula: C6H3FN2

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Call a POISON CENTER or doctor/physician.
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. Call a POISON CENTER or doctor/physician.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Immediately call a POISON CENTER or doctor/physician. Rinse mouth.
Ingestion:
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Dry chemical, foam, water spray, carbon dioxide.
Suitable extinguishing
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
When extinguishing fire, be sure to wear personal protective equipment.
Special protective
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use extra personal protective equipment (P3 filter respirator for toxic particles). Keep
protective equipment and people away from and upwind of spill/leak. Entry to non-involved personnel should
emergency procedures: be controlled around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a closed system if possible. Use a local exhaust if dust or aerosol will be
generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Keep container tightly closed. Store in a cool, dark and well-ventilated place.
Storage conditions:
2-Cyano-3-fluoropyridine

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Section 7. HANDLING AND STORAGE
Store under inert gas.
Store locked up.
Store away from incompatible materials such as oxidizing agents.
Air-sensitive
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator, self-contained breathing apparatus(SCBA), supplied air respirator,
etc. Use respirators approved under appropriate government standards and follow
local and national regulations.
Hand protection: Impervious gloves.
Eye protection: Safety goggles. A face-shield, if the situation requires.
Skin and body protection: Impervious protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: Crystal- Lump
Colour: White - Very pale yellow
Odour: No data available
pH: No data available
Melting point/freezing point:32°C
No data available
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
No data available
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents] No data available
0.75
Log Pow:

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx), Hydrogen fluoride
products:

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Section 11. TOXICOLOGICAL INFORMATION
No data available
Acute Toxicity:
Skin corrosion/irritation: No data available
No data available
Serious eye
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
NTP = No data available
No data available
Reproductive toxicity:

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
2-Cyano-3-fluoropyridine

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Section 12. ECOLOGICAL INFORMATION
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
0.75
Log Pow:
Soil adsorption (Koc): No data available
No data available
Henry's Law
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
6.1: Toxic substance.
Hazards Class:
UN-No: 3439
Nitriles, solid, toxic, n.o.s.
Proper shipping name:
Packing group: III

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

2-氰基-3-氟吡啶是一种有机中间体，可由3-氟吡啶为原料通过三步制备得到。具体步骤如下：

1. 制备3-氟吡啶-N-氧化物： 将3-氟吡啶（2.5克，25.749毫摩尔）溶解在无水DCM（75毫升）中。加入m-CPBA（70％悬浮液，12.696克，51.499毫摩尔），并在室温下搅拌过夜。用饱和NaHCO3水溶液洗涤反应混合物，再用Na2SO4干燥有机相，过滤并真空浓缩。通过硅胶色谱纯化，用DCM和DCM/甲醇（97∶3）洗脱，获得所需中间体固体（1.413克，收率49％）。

2. 制备2-氰基-3-氟吡啶： 将3-氟吡啶-N-氧化物（1.0克，8.687毫摩尔）溶解在无水乙睛（100毫升）中。加入三乙胺（1.319克，1.82毫升，13.031毫摩尔）、三甲基硅基氰化物（3.447克，4.63毫升，34.749毫摩尔），并加热混合物至回流过夜。冷却至室温并真空浓缩。将残余物溶解在EtOAc中，用饱和NaHCO3水溶液洗涤。用Na2SO4干燥有机层，过滤并真空浓缩。通过硅胶色谱纯化，用己烷/EtOAc（1∶0和17∶3）洗脱，获得所需中间体固体（746毫克，收率70％）。

反应信息

• 作为反应物：
  描述：

  2-氰基-3-氟吡啶 在 盐酸 、 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 、 水 为溶剂， 反应 16.0h， 以700 mg的产率得到C₆H₇FN₂*(x)ClH
  参考文献：
  名称：

  [EN] 3-AMINO-4H-BENZO[E][1,2,4]THIADIAZINE 1,1-DIOXIDE DERIVATIVES AS INHIBITORS OF MRGX2
  [FR] DÉRIVÉS DE 1,1-DIOXYDE DE 3-AMINO-4H-BENZO[E][1,2,4]THIADIAZINE EN TANT QU'INHIBITEURS DE MRGX2

  摘要：

  本公开涉及Formula (1)的化合物及其互变异构体，以及这些化合物或互变异构体的药用可接受盐，其中L、R1、R2、R3、R4和R5在说明书中有定义。本公开还涉及制备Formula (1)化合物的材料和方法，含有这些化合物的药物组合物，以及它们用于治疗与MRGX2相关的疾病、疾患或症状的用途。

  公开号：

  WO2020223255A1
• 作为产物：
  描述：

  3-氟吡啶 在 三乙烯二胺 、 正丁基锂 、 草酰氯 、 氨 、 三乙胺 、 三氟乙酸酐 作用下， 以 四氢呋喃 、 正己烷 、 甲基叔丁基醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.5h， 生成 2-氰基-3-氟吡啶
  参考文献：
  名称：

  3-氨基吡嗪酮乙酰胺凝血酶抑制剂的可规模合成的开发

  摘要：

  2-{3-[(2,2-二氟-2-(2-吡啶基)乙基)氨基]-6-氯-2-氧代氢吡嗪基}-N-[(3-氟(2-吡啶基))的可扩展路线) 甲基]乙酰胺 1 描述了各种放大问题，以提供安全、有效和稳健的途径来制备数公斤量的化合物。在制备关键的氟化中间体 2,2-difluoro-2-(2-pyridyl) 过程中克服了使用昂贵且有毒的试剂，尤其是叠氮化钠、TMS-氰化物和 Deoxo-Fluor 以及对专业设备的需求乙胺 3 和 2-氨基甲基-3-氟吡啶 2。通过最少的分离和中间体的处理，以 36% 的总产率分离出凝血酶抑制剂 1。

  DOI：

  10.1021/op0341420

文献信息

• Substituted Heteroaromatic Pyrazole-Containing Carboxamide and Urea Compounds as Vanilloid Receptor Ligands
  申请人：FRANK Robert

  公开号：US20130029962A1

  公开（公告）日：2013-01-31

  Substituted heteroaromatic pyrazole-containing carboxamide and urea compounds as vanilloid receptor ligands, pharmaceutical compositions containing these compounds and also to a method of using these compounds for treating and/or inhibiting pain and further diseases and/or disorders.

  含有杂环吡唑基的羧酰胺和脲化合物作为辣椒素受体配体，含有这些化合物的药物组合物，以及使用这些化合物治疗和/或抑制疼痛以及进一步疾病和/或疾病的方法。
• FLAP MODULATORS
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：US20140221310A1

  公开（公告）日：2014-08-07

  The present invention relates to compounds of Formula (I), or a form thereof, wherein ring A, R 1 , L and R 2 are as defined herein, useful as FLAP modulators. The invention also relates to pharmaceutical compositions comprising compounds of Formula (I). Methods of making and using the compounds of Formula (I) are also within the scope of the invention.

  本发明涉及式（I）化合物，或其形式，其中环A，R1，L和R2如本文所定义，作为FLAP调节剂有用。该发明还涉及包含式（I）化合物的药物组合物。制备和使用式（I）化合物的方法也属于本发明的范围。
• Tetrabutylammonium Salt Induced Denitration of Nitropyridines:  Synthesis of Fluoro-, Hydroxy-, and Methoxypyridines
  作者：Scott D. Kuduk、Robert M. DiPardo、Mark G. Bock

  DOI：10.1021/ol047688v

  日期：2005.2.1

  An efficient method for the synthesis of fluoropyridines via the fluorodenitration reaction is reported. The reaction is mediated by tetrabutylammonium fluoride (TBAF) under mild conditions without undue regard to the presence of water. The fluorodenitration is general for 2- or 4-nitro-substituted pyridines, while 3-nitropyridines require attendant electron-withdrawing groups for the reaction to proceed

  报道了一种通过氟脱硝反应合成氟吡啶的有效方法。反应在温和的条件下由四丁基氟化铵（TBAF）介导，而无需过多考虑水的存在。对于2-或4-硝基取代的吡啶，通常进行氟脱硝，而3-硝基吡啶需要伴随的吸电子基团以使反应有效地进行。硝基吡啶在相应的四丁基铵物质存在下，在温和的条件下也会进行羟基-和甲氧基的脱硝反应。[反应：看文字]
• N-(HETERO)ARYL-PYRROLIDINE DERIVATIVES OF PYRAZOL-4-YL-PYRROLO[2,3-d]PYRIMIDINES AND PYRROL-3-YL-PYRROLO[2,3-d]PYRIMIDINES AS JANUS KINASE INHIBITORS
  申请人：Rodgers James D.

  公开号：US20100298334A1

  公开（公告）日：2010-11-25

  The present invention relates to N-(hetero)aryl-pyrrolidine derivatives of Formula I: which are JAK inhibitors, such as selective JAK1 inhibitors, useful in the treatment of JAK-associated diseases including, for example, inflammatory and autoimmune disorders, as well as cancer.

  本发明涉及式I的N-(杂)芳基吡咯烷衍生物： 这些是JAK抑制剂，如选择性JAK1抑制剂，在治疗JAK相关疾病方面具有用处，例如炎症和自身免疫性疾病，以及癌症。
• Novel Tricyclic Compounds
  申请人：Wishart Neil

  公开号：US20090312338A1

  公开（公告）日：2009-12-17

  The invention provides a compound of Formula (I) pharmaceutically acceptable salts, pro-drugs, biologically active metabolites, stereoisomers and isomers thereof wherein the variable are defined herein. The compounds of the invention are useful for treating immunological and oncological conditions.

  这项发明提供了一个符合Formula (I)的化合物，其中包括药用盐、前药、生物活性代谢物、立体异构体和同分异构体，其中变量在此处定义。该发明的化合物对治疗免疫和肿瘤疾病有用。