4-chloro-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine(CAS: 16372-08-0)

4-Chloro-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine is a white or off-white crystalline solid with a molecular weight of approximately 190.01 g/mol. It is only slightly soluble in water but has good solubility in organic solvents like dimethyl sulfoxide (DMSO) and acetonitrile. This compound is moderately reactive, particularly toward nucleophiles, and can undergo substitution reactions, making it useful in various synthetic applications.

4-Chloro-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine can be synthesized by the reaction of 1,2-dichloro-3,4-dihydro-5H-pyrrolo[2,3-d]pyrimidine with a chlorine-containing reagent. Common methods include the use of thionyl chloride or phosphorus oxychloride as the chlorinating agent. The synthetic process is typically carried out in a solvent like dichloromethane or toluene, with the reaction yielding up to 85% purity.

4-Chloro-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine is primarily used in the pharmaceutical industry for the development of antiviral and antifungal drugs. It is also employed in the production of polymer additives, sensors, and semiconductors due to its unique chemical properties. Its applications span from medical research to electronic and material science.

When handling 4-chloro-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine, it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Ensure the use of a fume hood to minimize exposure. In the case of spills, immediately clean up using appropriate absorbent materials and dispose of them according to local regulations. Always refer to the Safety Data Sheet (SDS) for specific handling guidelines and emergency procedures.