3-bromo-1H-pyrazolo[3,4-d]pyrimidine; CAS No.: 1251033-27-8; 3-bromo-1H-pyrazolo[3,4-d]pyrimidine. PROPERTIES: This compound features a 3-bromo-1H-pyrazolo[3,4-d]pyrimidine structure, combining a bromine atom and a pyrazolopyrimidine framework. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 236.0 g/mol (C6H3BrN4). The melting point ranges between 160-165 C, and it exhibits moderate solubility in common organic solvents like DMSO and DMF while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place. Safety considerations include wearing appropriate PPE. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: 3-Bromo-1H-pyrazolo[3,4-d]pyrimidine serves as a versatile intermediate in pharmaceutical and chemical synthesis. Its 3-bromo-1H-pyrazolo[3,4-d]pyrimidine structure allows for participation in various reactions, including palladium-catalyzed cross-coupling reactions at the bromine position and nucleophilic substitution at the pyrimidine ring. In medicinal chemistry, it is used to develop bioactive molecules targeting kinases, proteases, and G protein-coupled receptors. The bromine atom provides a handle for introducing aryl, vinyl, or heterocyclic substituents. This compound also functions as a building block in the synthesis of fluorescent dyes and bioconjugation reagents. Academic studies employ it as a model compound in Organic Chemistry journals, focusing on the development of novel bromopyrazolopyrimidine derivatives based on the 3-bromo-1H-pyrazolo[3,4-d]pyrimidine scaffold.