Description

3-Bromo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine (CAS No. 905273-36-1) is a high-purity heterocyclic compound with the molecular formula C₇H₇BrN₂. This brominated pyrrolopyridine derivative is a valuable intermediate in pharmaceutical and agrochemical research, particularly in the synthesis of bioactive molecules and ligands for medicinal chemistry applications. The compound features a fused bicyclic structure with a reactive bromine substituent, enabling further functionalization via cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig amination. Supplied as a crystalline solid with ≥95% purity (HPLC), it is rigorously tested for quality assurance, including NMR, LC-MS, and elemental analysis. Ideal for researchers developing kinase inhibitors, receptor modulators, or other nitrogen-rich scaffolds. Store under inert atmosphere at 2-8°C for optimal stability.

Properties

• CAS Number: 905273-36-1
• Complexity: 129
• IUPAC Name: 3-bromo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine
• InChI: InChI=1S/C7H7BrN2/c8-6-1-5-2-9-4-7(5)10-3-6/h1,3,9H,2,4H2
• InChI Key: MEOZGVJCHUMHCL-UHFFFAOYSA-N
• Exact Mass: 197.97926
• Molecular Formula: C7H7BrN2
• Molecular Weight: 199.05
• SMILES: C1C2=C(CN1)N=CC(=C2)Br
• Topological: 24.9
• Monoisotopic Mass: 197.97926
• Synonyms: 3-Bromo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine, 905273-36-1, MFCD18255377, 3-BROMO-5H,6H,7H-PYRROLO[3,4-B]PYRIDINE, SCHEMBL3871102, MEOZGVJCHUMHCL-UHFFFAOYSA-N, AKOS022918909, PB11334, SY041929, DB-078698, CS-0054800, EN300-185994

Application

3-Bromo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine serves as a key building block in medicinal chemistry for constructing fused heterocyclic systems. Its bromine moiety facilitates palladium-catalyzed coupling reactions to create diverse pharmacophores targeting kinase enzymes. The compound’s rigid bicyclic framework makes it valuable for developing CNS-active compounds due to its blood-brain barrier permeability potential. Researchers also utilize it in fragment-based drug discovery for probing protein binding sites.

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