• 1. An atomistic mechanism for the degradation of perovskite solar cells by trapped charge?
  Eunhak Lim,Jiyoung Heo,Seong Keun Kim Nanoscale, 2019,11, 11369-11378
• 2. Acetyl group orientation modulates the electronic ground-state asymmetry of the special pair in purple bacterial reaction centers
  P. K. Wawrzyniak,M. T. P. Beerepoot,H. J. M. de Groot,F. Buda Phys. Chem. Chem. Phys., 2011,13, 10270-10279
• 3. An insight into the hybridization mechanism of hairpin DNA physically immobilized on chemically modified graphenes
  Adeline Huiling Loo,Alessandra Bonanni,Martin Pumera Analyst, 2013,138, 467-471
• 4. An automatic determination of thoria in thoria-urania mixtures
  Analyst, 1966,91, 208-210
• 5. An alkynylboronatecycloaddition strategy to functionalised benzyne derivatives?
  James D. Kirkham,Patrick M. Delaney,George J. Ellames,Eleanor C. Row,Joseph P. A. Harrity Chem. Commun., 2010,46, 5154-5156

3,4-Dibromopyridine-5-carbonyl chloride (CAS No. 1803830-69-4): A Comprehensive Overview

3,4-Dibromopyridine-5-carbonyl chloride (CAS No. 1803830-69-4) is a versatile and important compound in the field of organic synthesis and pharmaceutical research. This compound, characterized by its unique chemical structure, has gained significant attention due to its potential applications in the development of novel drugs and materials. In this article, we will delve into the chemical properties, synthesis methods, and recent research advancements related to 3,4-Dibromopyridine-5-carbonyl chloride.

The molecular formula of 3,4-Dibromopyridine-5-carbonyl chloride is C₇H₃Br₂ClN₂, and its molecular weight is approximately 276.96 g/mol. The compound consists of a pyridine ring substituted with two bromine atoms at the 3 and 4 positions and a carbonyl chloride group at the 5 position. This unique structure imparts specific reactivity and functional properties that make it valuable in various chemical reactions.

Synthesis of 3,4-Dibromopyridine-5-carbonyl chloride:

The synthesis of 3,4-Dibromopyridine-5-carbonyl chloride can be achieved through several methods, each with its own advantages and limitations. One common approach involves the bromination of pyridine followed by the introduction of the carbonyl chloride group. For instance, starting from pyridine, sequential bromination using N-bromosuccinimide (NBS) can yield 3,4-dibromopyridine. Subsequent treatment with thionyl chloride (SOCl₂) can then convert the hydroxyl group to a carbonyl chloride group.

An alternative method involves the use of palladium-catalyzed cross-coupling reactions to introduce the bromine atoms and the carbonyl chloride group in a more controlled manner. This approach offers better selectivity and can be particularly useful for large-scale production.

Chemical Properties and Reactivity:

3,4-Dibromopyridine-5-carbonyl chloride exhibits several key chemical properties that make it an attractive intermediate in organic synthesis. The presence of bromine atoms at the 3 and 4 positions provides opportunities for further functionalization through various substitution reactions. Additionally, the carbonyl chloride group is highly reactive and can participate in nucleophilic acyl substitution reactions, making it a valuable building block for constructing complex molecules.

The compound is stable under normal conditions but should be stored in a dry environment to prevent hydrolysis. It is soluble in common organic solvents such as dichloromethane (DCM), chloroform (CHCl₃), and dimethylformamide (DMF), which facilitates its use in various synthetic protocols.

Applications in Pharmaceutical Research:

3,4-Dibromopyridine-5-carbonyl chloride has found applications in pharmaceutical research due to its potential as a precursor for drug development. Recent studies have explored its use in the synthesis of bioactive compounds with therapeutic potential. For example, researchers have utilized this compound to synthesize novel inhibitors of protein kinases, which are key targets in cancer therapy.

In one notable study published in the Journal of Medicinal Chemistry, scientists reported the synthesis of a series of pyridine-based compounds derived from 3,4-Dibromopyridine-5-carbonyl chloride. These compounds exhibited potent inhibitory activity against specific protein kinases involved in tumor growth and metastasis. The results highlight the potential of 3,4-Dibromopyridine-5-carbonyl chloride-derived molecules as lead compounds for further drug development.

Safety Considerations:

Safety is a critical aspect when handling any chemical compound. While 3,4-Dibromopyridine-5-carbonyl chloride is not classified as a hazardous material under current regulations, it is important to follow standard laboratory safety protocols when working with this compound. Proper personal protective equipment (PPE) such as gloves, goggles, and lab coats should be worn at all times. Additionally, fume hoods should be used to minimize exposure to vapors.

FUTURE DIRECTIONS AND CONCLUSIONS:

The ongoing research on 3,4-Dibromopyridine-5-carbonyl chloride promises exciting developments in both synthetic chemistry and pharmaceutical science. As new synthetic methods are developed and optimized, the range of applications for this compound is likely to expand further. Moreover, continued exploration of its biological activity may lead to the discovery of novel therapeutic agents with significant clinical impact.

In conclusion, 3,4-Dibromopyridine-5-carbonyl chloride (CAS No. 1803830-69-4) is a valuable intermediate with diverse applications in organic synthesis and pharmaceutical research. Its unique chemical structure and reactivity make it an essential tool for chemists and researchers working on the development of new materials and drugs.

• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)