6-Methoxy-1H-indazol-5-amine(CAS: 749223-61-8)

6-Methoxy-1H-indazol-5-amine is a crystalline solid with a molecular weight of approximately 207.21 g/mol. It has a low solubility in water but is more soluble in organic solvents like methanol and ethanol. The compound is moderately reactive, showing mild basic properties and can undergo substitution reactions. It also exhibits good absorption properties, which make it useful in various applications.

6-Methoxy-1H-indazol-5-amine is typically synthesized through a multi-step reaction involving the reaction of indole-3-carboxaldehyde with methanol in the presence of a suitable catalyst, such as p-toluenesulfonic acid. The reaction yields a high purity product with good selectivity and yield. Further purification can be achieved through recrystallization or column chromatography.

6-Methoxy-1H-indazol-5-amine finds applications in pharmaceuticals, particularly as a precursor for drug synthesis and as an intermediate in the production of antiviral and antibacterial agents. It is also used in the development of sensors and semiconductors due to its electronic properties.

When handling 6-Methoxy-1H-indazol-5-amine, it is important to use personal protective equipment (PPE) such as gloves, goggles, and lab coats. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. Fume hoods should be used during manipulation to avoid inhalation. In case of spill, immediately clean up using appropriate absorbent materials and follow the safety data sheet (SDS) for further instructions.