4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one(CAS: 1086064-49-4)

4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one is a crystalline compound with a molecular weight of approximately 260.03 g/mol. It has a low water solubility and is moderately soluble in organic solvents. The compound is known for its poor reactivity under normal conditions but can undergo ring-opening reactions under certain conditions. Its physical properties include a melting point of around 120°C and a density of approximately 1.3 g/cm³.

4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one is typically synthesized via a condensation reaction between 2-bromopyridine and pyrrole. The process involves heating a mixture of the two reagents in the presence of a catalyst such as p-toluenesulfonic acid or trifluoromethanesulfonic acid under reflux. The yield can be improved by using anhydrous conditions and appropriate solvents like toluene or dimethylformamide.

4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one is primarily used in the pharmaceutical industry for the development of drugs and as an intermediate in the synthesis of other medicinal compounds. It also finds applications in the polymer industry as a functional monomer and in the development of sensors and semiconductors due to its unique electronic properties.

When handling 4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one, it is important to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation of any vapors. Spills should be cleaned up carefully following proper safety protocols. Always consult the Safety Data Sheet (SDS) for specific handling and disposal instructions.