3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine(CAS: 869335-20-6)

3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine is a crystalline solid with a molecular weight of approximately 445.36 g/mol. It has a low water solubility and is reasonably soluble in organic solvents such as dichloromethane and acetonitrile. This compound exhibits limited reactivity towards nucleophiles and electrophiles, making it suitable for specific synthetic applications. It is often used in medicinal chemistry due to its structural complexity.

3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine is typically synthesized through a multistep process involving the coupling of a chloropyrrolo[2,3-b]pyridine derivative with phenylsulfonyl chloride. The key steps include the formation of an intermediate chlorosulfonyl derivative, followed by its reaction with the pyrrolo[2,3-b]pyridine ring. This synthesis often requires the use of organic solvents and mild heating conditions, with a yield of approximately 70-80%.

3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine is primarily used in the pharmaceutical industry for drug discovery and development. It is also of interest in the polymer industry due to its potential as a cross-linking agent. Additionally, it has applications in the synthesis of sensors and semiconductors, where its unique chemical structure can be exploited.

When handling 3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3]pyridine, it is essential to use appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood to minimize inhalation risks. Spills should be carefully cleaned up using appropriate solvents, and the area should be well-ventilated. Always refer to the safety data sheet (SDS) for detailed handling instructions and emergency procedures.