372-48-5 Usage
Description
2-Fluoropyridine is a clear, colorless to light yellow liquid that serves as a versatile building block in the synthesis of various organic compounds, particularly in the pharmaceutical and chemical industries. It is characterized by its fluorine atom at the 2nd position on the pyridine ring, which imparts unique reactivity and properties to the molecule.
Uses
Used in Pharmaceutical Industry:
2-Fluoropyridine is used as a synthetic intermediate for the development of 2,3-disubstituted pyridines. Its ability to undergo metallation at the C-3 position, along with the nucleophilic displacement of the activated fluorine, makes it a valuable precursor in the synthesis of these compounds. This application is particularly relevant in the creation of novel drugs and therapeutic agents.
Used in Chemical Industry:
2-Fluoropyridine is used as a reagent in the chemical industry for the synthesis of aminopyridines. These compounds are important building blocks for the development of various pharmaceuticals, agrochemicals, and other specialty chemicals. The unique reactivity of the fluorine atom in 2-fluoropyridine allows for efficient and selective reactions, leading to the formation of desired products.
Used in Heterocyclic Chemistry:
2-Fluoropyridine is also used in the synthesis of 2-thiophen-2-yl-pyridine by reacting with thiophene. 2-Fluoropyridine is an important intermediate in the preparation of various heterocyclic compounds, which are widely used in the pharmaceutical, agrochemical, and materials science industries. The versatility of 2-fluoropyridine in forming such heterocyclic systems highlights its significance in the field of organic chemistry.
Synthesis
A rare example of fluorodenitration of a heterocyclic system was provided by 2-
nitropyridine, which was converted to 2-fluoropyridine.
Check Digit Verification of cas no
The CAS Registry Mumber 372-48-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,7 and 2 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 372-48:
(5*3)+(4*7)+(3*2)+(2*4)+(1*8)=65
65 % 10 = 5
So 372-48-5 is a valid CAS Registry Number.
InChI:InChI=1/C5H4FN/c6-5-3-1-2-4-7-5/h1-4H
372-48-5Relevant articles and documents
Nucleophilic Fluorination of Heteroaryl Chlorides and Aryl Triflates Enabled by Cooperative Catalysis
Hong, Cynthia M.,Whittaker, Aaron M.,Schultz, Danielle M.
, p. 3999 - 4006 (2021/03/09)
Aryl and heteroaryl fluorides are growing to be dominant motifs in pharmaceuticals and agrochemicals, yet they are rare in both nature and commodity chemicals. As a consequence, there is an increasingly urgent need to develop mild, cost-effective, and scalable methods for fluorination. The most straightforward route to synthesize aryl fluorides is through the halide exchange "halex"reaction, but conditions, cost, and atom economy preclude most available methods from large-scale manufacturing processes. We report a new approach that leverages the cooperative action of 18-crown-6 ether and tetramethylammonium chloride to catalytically access the reactivity of tetramethylammonium fluoride and achieve halex fluorinations under mild conditions with operational ease. The described methodology readily converts both heteroaryl chlorides and aryl triflates to their corresponding (hetero)aryl fluorides in high yields and purities.
PROCESS FOR FLUORINATING COMPOUNDS
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Page/Page column 24, (2017/02/28)
Disclosed are mild temperature (e.g., from 0 to 80°C) SNAr fluorinations of a variety of halide and sulfonate substituted aryl and heteroaryl substrates using NMe4F.
Selective fluorination of pyridine and its derivatives in the presence of high-oxidation-state transition metals
Gryaznova,Khrizanforova,Kholin,Khrizanforov,Budnikova, Yu. H.
, p. 1798 - 1804 (2017/03/22)
The oxidative fluorination of pyridine and 4-ethylpyridine under chemical and electro-chemical conditions in the presence of transition metal (high-oxidation-state nickel, cobalt, and silver) salts was studied. The chemical fluorination affords 2-fluoropyridine in all cases, while the electrochemical fluorination results in 2-fluoroor 3-fluoropyridine depending on the catalyst used.
