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tert-butyl 4-amino-1H-indazole-1-carboxylate; CAS No.: 801315-74-2; tert-butyl 4-amino-1H-indazole-1-carboxylate. PROPERTIES: This compound presents a tert-butyl 4-amino-1H-indazole-1-carboxylate structure, combining an amino group, a tert-butyl ester, and an indazole ring system. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 249.3 g/mol (C14H16N4O2). The melting point ranges between 150-155 C, and it exhibits moderate solubility in common organic solvents like ethyl acetate, dichloromethane, and tetrahydrofuran 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: tert-Butyl 4-amino-1H-indazole-1-carboxylate serves as a specialized intermediate in pharmaceutical research. Its tert-butyl 4-amino-1H-indazole-1-carboxylate structure enables diverse reactivity patterns, including ester hydrolysis and nucleophilic substitution at the amino group. In medicinal chemistry, it is used to develop enzyme inhibitors and receptor modulators, particularly those targeting the central nervous system and inflammatory pathways. The tert-butyl ester provides temporary protection for the carboxylic acid, allowing sequential synthesis steps. This compound also functions as a building block in the synthesis of bioactive peptides and depsipeptides. Academic studies utilize it as a model system in Medicinal Chemistry journals, focusing on optimizing the tert-butyl 4-amino-1H-indazole-1-carboxylate scaffold for improved biological activity and pharmacokinetic properties.