80392-79-6

Usage

Uses

Used in Organic Synthesis:
3-Bromo-2,6-difluoropyridine is used as a building block in organic synthesis for the production of various chemical compounds. Its unique chemical properties allow for the creation of a wide range of molecules with potential applications in different industries.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3-Bromo-2,6-difluoropyridine is utilized as a key intermediate in the synthesis of biologically active molecules. Its presence in the molecular structure can contribute to the development of new drugs with improved therapeutic properties.
Used in Agrochemicals:
3-Bromo-2,6-difluoropyridine is also employed in the agrochemical sector for the synthesis of compounds with pesticidal or herbicidal properties. Its unique structure can enhance the effectiveness of these chemicals in controlling pests and weeds.
Used as a Reagent in Chemical Reactions:
Furthermore, 3-Bromo-2,6-difluoropyridine serves as a versatile reagent in various chemical reactions. Its participation in these reactions can lead to the formation of new compounds with diverse applications across different fields of chemistry.

InChI:InChI=1/C5H2BrF2N/c6-3-1-2-4(7)9-5(3)8/h1-2H

Upstream product

• 54903-86-5 3-bromo-2,6-diaminopyridine 
• 866755-20-6 3-bromo-2, 6-dichloropyridine 
• 141-86-6 2.6-diaminopyridine 
• 685517-67-3 2,6-difluoro-3-iodopyridine 
• 1513-65-1 2,6-difluoro pyridine 

Downstream Products

• 16727-47-2 2,6-bis(benzyloxy)-3-bromopyridine 
• 944401-65-4 5-bromo-6-fluoropyridin-2-ylamine 
• 1267852-21-0 6-fluoro-5-(4-(2-oxo-2-(5-(1-(trifluoromethyl)cyclopropyl)isoxazol-3-ylamino)ethyl)phenyl)pyridin-2-amine 

Relevant academic research and scientific papers

Facile preparation of 3-substituted-2,6-difluoropyridines: Application to the synthesis of 2,3,6-trisubstituted pyridines

We report a facile method for the difluorination of 3-substituted-2,6-dichloropyridines using cesium fluoride as a fluorination reagent in dimethyl sulfoxide. It is proposed that this method for preparing 3-substituted-2,6-difluoropyridines is simpler and easier than those reported in previous literature. To examine the utility of 3-substituted-2,6-difluoropyridines in synthetic chemistry, we also demonstrate a subsequent conversion to 2,3,6-trisubstituted pyridines by a tandem nucleophilic aromatic substitution.

The structural proliferation of 2,6-difluoropyridine through organometallic intermediates

Contrary to a literature claim, 2,6-difluoropyridine-3-carboxaldehyde can be readily prepared by consecutive treatment of 2,6-difluoropyridine with lithium diisopropylamide and N,N-dimethylformamide. Regioselective displacements of fluorine from the aldehyde by nucleophiles were carried out. To demonstrate the versatility of the organometallic approach, some two dozens of further 2,6-difluoropyridine derivatives were prepared applying a combination of modern organometallic methods such as site selective hydrogen/metal and halogen/metal permutations and deprotonation-triggered heavy halogen migrations. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

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.

Method for preparing 2,5-dihalo- and 2,5,6-trihalopyridines

A method for preparing 2,5-dihalo- and 2,5,6-trihalopyridines corresponding to the formula SPC1 Wherein each X independently represents chloro, fluoro or bromo and R represents hydrogen, chloro, fluoro or bromo which comprises reacting a halohydrazinopyridine of one of the formulas SPC2 With an excess of an aqueous alkali metal hydroxide in the presence of a reaction medium from the group consisting of loweralkanols of 1 to 4 carbon atoms and loweralkylglycols of 2 to 4 carbon atoms.