3-(benzyloxy)-5-bromopyrazin-2-amine
$250.00
CAS No.: 187973-44-0
Catalog No.: 196329
Purity: 95%
MF: C11H10BrN3O
MW: 280.125
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)OC=1C(=NC=C(N1)Br)N
Catalog No.: 196329
Purity: 95%
MF: C11H10BrN3O
MW: 280.125
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)OC=1C(=NC=C(N1)Br)N
3-(benzyloxy)-5-bromopyrazin-2-amine; CAS No.: 187973-44-0; 3-(benzyloxy)-5-bromopyrazin-2-amine. PROPERTIES: This compound presents a 3-(benzyloxy)-5-bromopyrazin-2-amine structure, combining a benzyloxy group, a bromine atom, and a pyrazine framework. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 251.0 g/mol (C9H8BrN3O). The melting point ranges between 130-135 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-(Benzyloxy)-5-bromopyrazin-2-amine serves as a specialized intermediate in pharmaceutical research. Its 3-(benzyloxy)-5-bromopyrazin-2-amine structure enables diverse reactivity patterns, including palladium-catalyzed cross-coupling reactions at the bromine position and nucleophilic substitution at the pyrazine ring. In medicinal chemistry, it is used to develop bioactive molecules targeting kinases, proteases, and G protein-coupled receptors. The benzyloxy group can be removed by hydrogenolysis to release the parent pyrazin-2-amine for further functionalization. This compound also functions as a building block in the synthesis of fluorescent dyes and bioconjugation reagents. Academic studies utilize it as a model system in Medicinal Chemistry journals, focusing on optimizing the 3-(benzyloxy)-5-bromopyrazin-2-amine scaffold for improved biological activity and target engagement.
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