694-52-0

Usage

Uses

4-Fluoropyridine was useful for studying the interaction of pyridines with OCS.

InChI:InChI=1/C5H4FN/c6-5-1-3-7-4-2-5/h1-4H

Upstream product

• 504-24-5 4-aminopyridine 
• 7664-39-3 hydrogen fluoride 
• 7732-18-5 water 
• 110-86-1 pyridine 
• 75-73-0 carbon tetrafluoride 
• 124252-41-1 (pyridin-4-yl)tributyltin 
• 626-64-2 pyridin-4-ol 

Downstream Products

• 3881-38-7 1-(4'-pyridyl)-4-pyridone 
• 40247-40-3 5,8-endoxo-5,8-dihydroisoquinoline 
• 155346-20-6 3-methyl-N-(4-pyridyl)indole 
• 116922-61-3 4-fluoro-3-methylsilylpyridine 
• 116922-70-4 (4-fluoro-3-pyridyl)-2-methoxyphenylmethanol 
• 116922-66-8 2-(4-fluoro-3-pyridyl)-2-propanol 
• 146141-09-5 2,2-dimethyl-N-(2-(4-fluoro-3-pyridyl)phenyl)propanamide 
• 116922-81-7 10-phenyl-6,7,8,9-tetrahydrobenzo<1,6>naphthyridine 
• 3810-12-6 (4-aminopyridin-3-yl)(phenyl)methanone 
• 116922-72-6 (4-fluoro-3-pyridyl)phenylmethanone 
• 116922-77-1 (4-methylamino-3-pyridyl)phenylmethanone 
• 116922-74-8 (4-fluoro-3-pyridyl)-2-methoxyphenylmethanone 
• 54629-30-0 10H-benzopyrano[3,2-c]pyridin-10-one 
• 102-54-5 ferrocene 

Relevant academic research and scientific papers

Selective electrochemical synthesis of 4-fluoropyridine using ET 3N-3HF

Pyridine was electrochemically fluorinated at platinum anode at constant voltage in acetonitrile solutions containing Et3N·3HF, as supporting electrolytes and fluorine sources. The present electrolyte solution system was mild and suitable for t

Copper-Mediated Oxidative Fluorination of Aryl Stannanes with Fluoride

A regiospecific method for the oxidative fluorination of aryl stannanes using tetrabutylammonium triphenyldifluorosilicate (TBAT) and copper(II) triflate is described. This reaction is robust, uses readily available reagents, and proceeds via a stepwise protocol under mild conditions (60 °C, 3.2 h). Broad functional group tolerance, including arenes containing protic and nucleophilic groups, is demonstrated.

Cu(OTf)2-mediated fluorination of aryltrifluoroborates with potassium fluoride

This Communication describes the Cu(OTf)2-mediated fluorination of aryltrifluoroborates with KF. The reaction proceeds under mild conditions (at 60 C over 20 h) and shows a broad substrate scope and functional group tolerance. The Cu is proposed to play two separate roles in this transformation: (1) as a mediator for the aryl-F coupling and (2) as an oxidant for accessing a proposed CuIII(aryl)(F) intermediate.

FLUORINATION OF ORGANIC COMPOUNDS

Methods for fluorinating organic compounds are described herein.

Deoxyfluorination of phenols

An operationally simple ipso fluorination of phenols with a new deoxyfluorination reagent is presented.

Process for preparation of substituted aromatic compound

A substituted aromatic compound substituted with Q is obtained by reacting a phosphazenium compound represented by formula (1) (in the formula, Q?represents an anion in a form derived by elimination of a proton from an inorganic acid, or an active hydrogen compound having an active hydrogen on an oxygen atom, a nitrogen atom or a sulfur atom; a, b, c and d, each independently, is 0 or 1, but all of them are not 0 simultaneously; and R groups represent the same or different hydrocarbon groups having 1 to 10 carbon atoms, or two Rs on each common nitrogen atom may be bonded together to form a ring structure) with a halogenated aromatic compound having halogen atoms; whereby, at least one halogen atom in the halogenated aromatic compound is substituted with Q (where, Q represents an inorganic group or an organic group in a form derived by elimination of one electron from Q?in formula (1)).

Facile preparation of aromatic fluorides by deaminative fluorination of aminoarenes using hydrogen fluoride combined with bases

One-pot deaminative fluorination of aminoarenes including heteroaromatics, namely, diazotization of aminoarenes followed by in situ fluoro-dediazoniation of the corresponding diazonium ions, was successfully accomplished to produce fluoroarenes in high yields by using hydrogen fluoride combined with base solutions. The diazotization stage has been found to play the most important part in yielding fluoroarenes effectively. It was greatly influenced by the composition of the HF solution and enhanced by employing appropriate amounts of bases such as pyridine under carefully controlled conditions. The fluoro-dediazoniation stage was effectively accelerated photochemically to afford fluoroarenes having polar substituents such as hydroxyl, nitro and so on in high yields.

A Facile Preparation of Fluoropyridines from Aminopyridines via Diazotation and Fluorodediazoniation in HF or HF-Pyridine Solutions

Fluoropyridines were prepared in high yields by dizotation of aminopyridines in HF or HF-pyridine solutions, followed by dediazoniation in situ at 20-60 deg C.

NEW DEVELOPMENTS IN THE SYNTHESIS OF LOWER FLUORINATED PYRIDINES VIA DIAZOTIZATION-FLUORINATION OF AMINOPYRIDINES IN ANHYDROUS HYDROGEN FLUORIDE

The isolation and stabilization of elusive 4-fluoropyridine as the hydrochloride salt (54percent yield) from fluorodediazoniation of 4-aminopyridine in anhydrous hydrogen fluoride (AHF) is described.Unlike the low yields (0-13percent) recently reported from the chlorodediazoniation of 2,6-diaminopyridine and 3-halo-2,6-diaminopyridine, fluorodediazoniation gave high yields (49-62percent) of the corresponding 2,6-difluoropyridines.In contrast, benzene analogs, i.e. m-phenylenediamine and 4-chloro-m-phenylenediamine, form only tars under similar fluorination conditions.Vicinal aminohalopyridines, e.g. 3-amino-2-chloropyridine and 2-amino-3,5-dichloropyridine give the corresponding fluorohalopyridine in 49-89percent yield.Again, the benzene analogs, i.e. o-chloroaniline and 2,4-dichloroaniline, resist fluorination.