1245646-03-0

Basic information

• Product Name: 4-(6-fluoropyridin-2-yl)benzonitrile
• Synonyms: 4-(6-fluoropyridin-2-yl)benzonitrile
• CAS NO: 1245646-03-0
• Molecular Formula: C₁₂H₇FN₂
• Molecular Weight: 198.1957832
• Mol File: 1245646-03-0.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(6-fluoropyridin-2-yl)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(6-fluoropyridin-2-yl)benzonitrile(1245646-03-0)
• EPA Substance Registry System: 4-(6-fluoropyridin-2-yl)benzonitrile(1245646-03-0)

Safety Data

• Hazardous Substances Data: 1245646-03-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Drug Development:
4-(6-fluoropyridin-2-yl)benzonitrile is utilized as a key intermediate in the synthesis of various pharmaceutical drugs. Its structural features and chemical reactivity make it suitable for the development of new therapeutic agents with improved efficacy and selectivity.
Used in Agrochemicals:
In the agrochemical industry, 4-(6-fluoropyridin-2-yl)benzonitrile is employed as a precursor in the creation of novel agrochemicals. Its potential to enhance the bioactivity of these compounds contributes to the development of more effective and targeted pest control solutions.
Used in Organic Synthesis:
4-(6-fluoropyridin-2-yl)benzonitrile serves as a versatile building block in organic synthesis, enabling the construction of a wide range of complex organic molecules. Its unique structural elements and reactivity facilitate the synthesis of advanced organic compounds for various applications.
Used in Medicinal Chemistry:
In medicinal chemistry, 4-(6-fluoropyridin-2-yl)benzonitrile is leveraged for its potential to improve the bioactivity of drug candidates. Its incorporation into molecular structures can lead to the discovery of new pharmaceuticals with enhanced pharmacokinetic properties and therapeutic potential.

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 623-00-7 4-bromobenzenecarbonitrile 

Downstream Products

• 1356336-24-7 4-(6-(dimethylamino)pyridin-2-yl)benzonitrile 

Relevant articles and documents

A Micellar Catalysis Strategy for Suzuki-Miyaura Cross-Couplings of 2-Pyridyl MIDA Boronates: No Copper, in Water, Very Mild Conditions

Suzuki-Miyaura (SM) cross-couplings of 2-pyridyl MIDA boronates can be successfully carried out in the complete absence of copper by attenuation of the Lewis basicity associated with the pyridyl nitrogen using selected substituents (e.g., fluorine or chlorine) on the ring. This strategy imparts additional synthetic options compared with existing approaches based on the use of Lewis acids or N-oxides. Thus, access to highly valued 2-substituted pyridyl rings via an initial Suzuki-Miyaura coupling can be followed by dehalogenation, SNAr reactions, or a second SM coupling to arrive at 2,6-disubstituted pyridyl arrays, all run in a single pot, enabled by micellar catalysis in water. Accessing targets within drug-like space is demonstrated in a four-step, one-pot sequence. Computational data suggest that the major role being played by electron-withdrawing substituents in promoting these cross-couplings without the need for copper is to slow the rates of protodeboronation of intermediate 2-pyridylboronic acids.

Palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of potassium 2-pyridyl trifluoroborate with aryl (heteroaryl) halides

Palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of potassium pyridine-2-trifluoroborates and various aryl (heteroaryl) halides can generate the corresponding desired coupling products with moderate to good yields. It can be carried out under the conditions with ethanol as solvent, Pd(OAc) 2 and SPhos as catalyst system and Na2CO3 as a base.