40360-47-2

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-3,5-dibromopyridine is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its high reactivity allows for the efficient production of a wide range of medications, contributing to the development of new and improved treatments for various diseases and conditions.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Chloro-3,5-dibromopyridine is utilized as a crucial component in the production of various agrochemicals. Its role as an intermediate enables the synthesis of effective pesticides, herbicides, and other agricultural chemicals that help protect crops and enhance agricultural productivity.
Used in Organic Compound Synthesis:
2-Chloro-3,5-dibromopyridine is employed as a building block in the synthesis of a diverse array of organic compounds. Its unique structure and reactivity make it an ideal candidate for the creation of complex molecules with specific properties and functions, further expanding its applications across various industries.
Used in Heterocyclic Compound Synthesis:
As a versatile compound, 2-Chloro-3,5-dibromopyridine is also used in the synthesis of heterocyclic compounds. These compounds are essential in various fields, including pharmaceuticals, materials science, and chemical research, making 2-Chloro-3,5-dibromopyridine a valuable resource for the development of novel and innovative products.

InChI:InChI=1/C5H2Br2ClN/c6-3-1-4(7)5(8)9-2-3/h1-2H

Upstream product

• 2402-99-5 3,5-dibromopyridine-N-oxide 
• 13472-81-6 3,5-dibromo-2-hydroxypyridine 
• 35486-42-1 2-amino-3,5-dibromopyridine 
• 75-44-5 phosgene 
• 14529-54-5 3,5-dibromo-1-methyl-1H-pyridin-2-one 
• 7791-25-5 sulfuryl dichloride 
• 13472-60-1 3,5-dibromo-2-methoxypyridine 

Downstream Products

• 138386-81-9 3-Phenyl-9H-pyrido[2,3-b]indole 
• 28216-18-4 3,5-dibromo-2-(4-nitro-phenoxy)-pyridine 
• 856163-60-5 3,5-dibromo-pyridine-2-sulfonic acid 

Relevant academic research and scientific papers

Efficient Phosphorus-Free Chlorination of Hydroxy Aza-Arenes and Their Application in One-Pot Pharmaceutical Synthesis

The chlorination of hydroxy aza-arenes with bis(trichloromethyl) carbonate (BTC) and SOCl2 has been effectively performed by refluxing with 5 wt % 4-dimethylaminopyridine (DMAP) as a catalyst. Various substrates are chlorinated with high yields. The obtained chlorinated aza-arenes can be used directly with simple workup for succedent one-pot synthesis on a large scale.

Ir-Catalyzed Intramolecular Transannulation/C(sp2)-H Amination of 1,2,3,4-Tetrazoles by Electrocyclization

An efficient strategy for the intramolecular denitrogenative transannulation/C(sp2)-H amination of 1,2,3,4-tetrazoles bearing C8-substituted arenes, heteroarenes, and alkenes is described. The process involves the generation of the metal-nitrene intermediate from tetrazole by the combination of [CpIrCl2]2 and AgSbF6. It has been shown that the reaction proceeds via an unprecedented electrocyclization process. The method has been successfully applied for the synthesis of a diverse array of α-carbolines and 7-azaindoles.

Chiral Hexahalogenated 4,4′-Bipyridines

The preparation of 27 isomers of chiral hexahalogeno-4,4′-bipyridines by means of two complementary methods is described. The first one is convergent and based on the LDA-induced 4,4′-dimerization of trihalopyridines, whereas the second method is divergent and achieved through regioselective halogenation reactions of 4,4′-bipyridine-2,2′-diones. Iodine in 2,2′-positions of the 4,4′-bipyridines was introduced by a copper-catalyzed Finkelstein reaction (Buchwald procedure) performed on 2,2′-dibromo derivatives. Selected compounds of this new family of atropisomeric 4,4′-bipyridines were enantioseparated by high performance liquid chromatography on chiral stationary phases, and the absolute configurations of the separated enantiomers were assigned by using X-ray diffraction analysis. The latter revealed that various halogen bond types are responsible for crystal cohesion.

Large-scale solvent-free chlorination of hydroxy-pyrimidines,-pyridines,- pyrazines and-amides using equimolar POCl3

Chlorination with equimolar POCl3 can be efficiently achieved not only for hydroxypyrimidines, but also for many other substrates such as 2-hydroxy-pyridines,-quinoxalines, or even-amides. The procedure is solvent-free and involves heating in a sealed reactor at high temperatures using one equivalent of pyridine as base. It is suitable for large scale (multigram) batch preparations.

A Convenient Synthesis of Halogenated 2-Chloropyridines by Transformation of Halogenated 2-Methoxypyridines under Vilsmeier-Haack Conditions

Several halogenated 2-chloropyridines 2a-2h were conveniently synthesized by transformation of halogenated 2-methoxypyridines 1a-1h under Vilsmeier-Haack conditions in a yield of 50-71percent.