Ethyl 2-(3-Bromopyridin-2-yl)acetate: A Versatile Building Block for Chemical Synthesis
In the intricate world of chemical synthesis, certain molecules stand out for their exceptional versatility and utility as building blocks. Ethyl 2-(3-Bromopyridin-2-yl)acetate (CAS: 197376-41-3) is one such compound, widely recognized as a valuable intermediate in organic chemistry, particularly for pharmaceutical research and development. Its unique structural features, including a reactive bromine atom and an ester functional group on a pyridine scaffold, endow it with a broad spectrum of synthetic possibilities.
The Pyridine Scaffold and Bromine Reactivity
The pyridine ring itself is a prevalent heterocyclic motif found in a vast number of biologically active molecules and pharmaceuticals. The presence of a bromine atom on this ring significantly enhances its reactivity. Bromine acts as an excellent leaving group, making it an ideal handle for various metal-catalyzed cross-coupling reactions. These reactions, such as Suzuki-Miyaura, Heck, and Sonogashira couplings, are indispensable tools for forming new carbon-carbon and carbon-heteroatom bonds. This allows chemists to precisely attach a wide array of substituents to the pyridine core, leading to structurally diverse and complex molecules.
Synthetic Utility of Ethyl 2-(3-Bromopyridin-2-yl)acetate
The specific arrangement of substituents in Ethyl 2-(3-Bromopyridin-2-yl)acetate provides distinct synthetic advantages:
- Cross-Coupling Reactions: The bromine at the 3-position of the pyridine ring readily participates in palladium-catalyzed cross-coupling reactions, enabling the introduction of aryl, alkenyl, or alkynyl groups. This is a cornerstone for building complex carbon skeletons characteristic of many drug candidates.
- Ester Functionalization: The ethyl ester group offers further synthetic flexibility. It can be hydrolyzed to the corresponding carboxylic acid, reduced to an alcohol, or reacted with Grignard reagents, opening up pathways to a variety of derivatives.
- Nucleophilic Substitution: Under certain conditions, the bromine atom can also be involved in nucleophilic substitution reactions, although cross-coupling is more commonly employed.
Applications in Pharmaceutical R&D
Given its synthetic utility, Ethyl 2-(3-Bromopyridin-2-yl)acetate is a sought-after intermediate for chemists working on the synthesis of novel pharmaceuticals. It serves as a starting material or key intermediate for compounds investigated as potential anticancer agents, anti-infectives, CNS drugs, and more. The ability to buy this compound from reliable manufacturers, often offering high purity (e.g., 97% min.), ensures that research efforts can proceed efficiently and with consistent results.
Sourcing and Quality Assurance
For researchers and procurement professionals, identifying a dependable supplier is crucial. Manufacturers specializing in pharmaceutical intermediates and fine chemicals, particularly those in China, often provide excellent value. They typically offer competitive pricing, flexible packaging, and global delivery services. When you seek to purchase Ethyl 2-(3-Bromopyridin-2-yl)acetate, always request detailed product specifications and Certificates of Analysis to ensure the material meets your stringent requirements. A trustworthy manufacturer will provide accurate information on CAS number (197376-41-3), purity, and recommended storage conditions.
In essence, Ethyl 2-(3-Bromopyridin-2-yl)acetate is more than just a chemical; it's a gateway to novel molecular discovery, empowering chemists to build the next generation of therapeutics. Its robust reactivity and strategic positioning on the pyridine ring make it an indispensable tool in the modern synthetic chemist's arsenal.
Perspectives & Insights
Molecule Vision 7
“A trustworthy manufacturer will provide accurate information on CAS number (197376-41-3), purity, and recommended storage conditions.”
Alpha Origin 24
“In essence, Ethyl 2-(3-Bromopyridin-2-yl)acetate is more than just a chemical; it's a gateway to novel molecular discovery, empowering chemists to build the next generation of therapeutics.”
Future Analyst X
“Its robust reactivity and strategic positioning on the pyridine ring make it an indispensable tool in the modern synthetic chemist's arsenal.”