5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine(CAS: 827614-64-2)

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine is a colorless solid with a molecular weight of approximately 362.4 g/mol. It has a solubility of about 10 mg/mL in water and is soluble in organic solvents like DMSO and DMF. The compound is known for its reactivity with boronic acids and esters, making it useful in organic synthesis. It is also stable under standard storage conditions but should be protected from moisture.

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine can be synthesized by the reaction of 2-pyridinamine with 1,1,1,3,3,3-hexafluoro-2-propanol in the presence of a base like cesium carbonate. The reaction is typically carried out in DMF at room temperature. The product is isolated by filtration and can be further purified by recrystallization or column chromatography.

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine is utilized in the pharmaceutical industry for the synthesis of drug intermediates. It is also used in the polymer industry for the preparation of boron-containing polymers. Additionally, it has potential applications in the development of sensors and semiconductors due to its unique chemical properties.

When handling 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine, it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from moisture. In case of a spill, it should be carefully cleaned up using appropriate absorbent materials. Always consult the Safety Data Sheet (SDS) for detailed handling and safety information.