14482-51-0

Basic information

• Product Name: 2-Bromo-3,5-dichloropyridine
• Synonyms: 2-BROMO-3,5-DICHLOROPYRIDINE;3,5-DICHLOROPYRIDIN-2-YL-BORONIC ACID;3,5-DICHLORO-2-BROMOPYRIDINE;AKOS BBS-00001365;PYRIDINE, 2-BROMO-3,5-DICHLORO-;2-BROMO-3,5-DICHLOROPYRIDUNE;3,5-DICHLORO-2-BROMOPYRIDINE 98+%;5-Dichloro-2-broMopyridine
• CAS NO: 14482-51-0
• Molecular Formula: C₅H₂BrCl₂N
• Molecular Weight: 226.89
• EINECS: -0
• Product Categories: blocks;Bromides;Pyridines;Pyridines, Pyrimidines, Purines and Pteredines;Pyridine series;Halides
• Mol File: 14482-51-0.mol

Chemical Properties

• Melting Point: 40-42
• Boiling Point: 243.3 °C at 760 mmHg
• Flash Point: 101 °C
• Appearance: Pale brown/Solid
• Density: 1.848 g/cm³
• Vapor Pressure: 5.17mmHg at 25°C
• Refractive Index: 1.508
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -2.37±0.10(Predicted)
• CAS DataBase Reference: 2-Bromo-3,5-dichloropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-3,5-dichloropyridine(14482-51-0)
• EPA Substance Registry System: 2-Bromo-3,5-dichloropyridine(14482-51-0)

Safety Data

• Hazard Codes: Xi,T
• Statements: 36/37/38-41-37/38-25
• Safety Statements: 26-45-39
• HazardClass: IRRITANT
• Hazardous Substances Data: 14482-51-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-Bromo-3,5-dichloropyridine serves as a crucial building block in organic synthesis, particularly for the creation of pharmaceuticals, agrochemicals, and other fine chemicals. Its unique structure and reactivity allow for the development of a wide range of chemical entities with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2-Bromo-3,5-dichloropyridine is utilized as an intermediate in the synthesis of new drugs. Its presence in the molecular structure can impart specific biological activities, contributing to the therapeutic effects of the final drug product.
Used in Agrochemical Industry:
Similarly, in agrochemicals, 2-Bromo-3,5-dichloropyridine is employed as an intermediate for the synthesis of pesticides and other crop protection agents. Its incorporation can enhance the effectiveness of these products, ensuring better protection for crops against pests and diseases.
Used in Material Development:
2-Bromo-3,5-dichloropyridine also plays a role in the development of new materials, where its chemical properties can be harnessed to create innovative substances with unique characteristics for various applications.
Used in Chemical Research and Development:
As a valuable compound in chemical research, 2-Bromo-3,5-dichloropyridine is instrumental in the exploration of new chemical processes and the advancement of scientific knowledge. Its versatility in reactions and potential to form diverse products makes it an essential component in the lab for researchers working on cutting-edge chemical technologies.

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

Upstream product

• 4214-74-8 3,5-dichloropyridin-2-amine 
• 343781-45-3 4-bromo-3,5-dichloropyridine 
• 75272-53-6 2,4,4-trichloro-4-formylbutyronitrile 
• 16063-70-0 2,3,5-trichloropyridine 
• 5437-33-2 3,5-dichloro-1,2-dihydropyridin-2-one 
• 81719-53-1 3,5-dichloropyridine-2-carboxylic acid 

Downstream Products

• 87394-60-3 4-(3,5-dichloro-2-pyridyl)piperazine 
• 1033758-00-7 4-[5-(3,5-dichloropyridin-2-yl)-2-methylphenyl]-2,2,6,6-tetra-methylpyran-3,5-dione 
• 1070892-45-3 4-chloro-3-(3,5-dichloro-pyridin-2-yl)-N-(2-methoxy-phenyl)-benzamide 
• 1070892-46-4 4-chloro-3-(3,5-dichloro-pyridin-2-yl)-benzoic acid methyl ester 
• 1180743-54-7 methyl 2'-[3-[(4-methoxybenzyl)oxy]-4-chlorophenyl]-3,5-dichloro-2,3'-bipyridine-6'-carboxylate 
• 1431842-80-6 2-(3,5-dichloropyridin-2-yl)-2,2-difluoroethanol 
• 7655-72-3 3,5-dichloro-2-(trifluoromethyl)pyridine 

Relevant articles and documents

Transition-metal-free decarboxylative halogenation of 2-picolinic acids with dihalomethane under oxygen conditions

A convenient and efficient method for the synthesis of 2-halogen-substituted pyridines is described. The decarboxylative halogenation of 2-picolinic acids with dihalomethane proceeded smoothly via N-chlorocarbene intermediates to afford 2-halogen-substituted pyridines in satisfactory to excellent yields under transition-metal-free conditions. This new type of decarboxylative halogenation is operationally simple and exhibits high functional-group tolerance.

3. 5 - Dichloro -2 - cyano pyridine synthesis method

The invention provides a method for 2, 3, 5 - trichloro-pyridine as the starting material, in order to organic acid as solvent, bromide reaction process for preparing the intermediate 2 - bromo - 3, 5 - chlorinate, then in the organic solvent and the presence of a catalyst reaction with cuprous cyanide, prepared by the organic solvent refining after 3, 5 - dichloro - 2 - cyano pyridine, the purity of the product ≥ 99.0%. The reaction raw materials are cheap and easy to obtain, there are few reaction steps, high-purity product, post-processing procedure is greatly simplified, and the acetic acid such as ethyl organic solvent can be repeatedly recycles the wrap, small pollution, safety, help to realize commercial process.

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.

DIFLUOROETHYLPYRIDINE DERIVATIVES AS NR2B NMDA RECEPTOR ANTAGONISTS

Disclosed are chemical entities of formula (I) wherein X, Y, Z, R1, R3, R4, R5 and R6 are defined herein, as NR2B subtype selective receptor antagonists. Also disclosed are pharmaceutical compositions comprising a chemical entity of formula (I), and methods of treating various diseases and disorders associated with NR2B antagonism, e.g., diseases and disorders of the CNS, such as depression, by administering a chemical entity of formula I.

TRPV1 ANTAGONISTS AND USES THEREOF

The invention relates to compounds of formula (I) and pharmaceutically acceptable derivatives thereof, compositions comprising an effective amount of a compound of formula I or a pharmaceutically acceptable derivative thereof, and methods for treating or preventing a condition such as pain, UI, an ulcer, IBD and IBS, comprising administering to an animal in need thereof an effective amount of a compound of formula I or a pharmaceutically acceptable derivative thereof.

CHEMICAL COMPOUNDS AND PROCESSES

The present invention relates generally to chemical compounds and methods for their use and preparation. In particular, the invention relates to chemical compounds which may possess useful therapeutic activity, use of these compounds in methods of therapy and the manufacture of medicaments as well as compositions containing these compounds.

Strategies for the selective functionalization of dichloropyridines at various sites

Whereas 2,3-dichloropyridine and 2,5-dichloro-4-(lithiooxy)-pyridine undergo deprotonation exclusively at the 4- and 2-positions, respectively, optional site selectivity can be implemented with 2,5- and 3,4-dichloropyridine (which are attacked, depending on the choice of the reagents, at either the 4- or 6- and either the 2- and 5-positions, respectively). Upon treatment with lithium diisopropylamide, 2,4-dichloro-3-iodopyridine, 3,5-dichloro-4-bromopyridine and 2,6-dichloro-3-iodopyridine afford 5-, 2- and 4-lithiated intermediates, but the latter isomerize instantaneously to species in which lithium and iodine have swapped places, the driving force being the low basicity of C-Li bonds when flanked by two neighboring halogens.

LIGAND EXCHANGE AND LIGAND COUPLING VIA THE ?-SULFURANE INTERMEDIATE IN THE REACTION OF ALKYL 2-PYRIDYL SULFOXIDE WITH GRIGNARD REAGENTS: CONVENIENT PREPARATION OF 2,2'-BIPYRIDINES

The reaction between methyl 2-pyridyl sulfoxide (1) with Grignard reagents afforded 2,2'-bipyridine (2) in moderate yield.The reaction is considered to involve initial ligand exchange to generate 2-pyridylmagnesium halide which in the subsequent step attacks the original sulfoxide to form the ?-sulfurane that undergoes ligand coupling to afford 2.The reaction of t-butyl-2-pyridyl sulfoxide (3) with C6H5MgBr, however, gave only 2-phenylpyridine (4).This may due to steric hindrance to the initial ligand exchange.Formation of 2 is a convenient process for preparation of 2,2'-bipyridines bearing various substituents.

2-Heterocyclic-1,3-bis(1H-1,2,4-triazol-1-yl)-propan-2-ols as antifungal agents

Compounds of the formula STR1 wherein R is thienyl, mono-, di- and trihalothienyl, furyl, 2-benzothiazolyl, pyridyl or chloropyridyl and their pharmaceutically acceptable salts are useful agents for combating fungal infections in animals, including humans.