Description

7-Bromo-2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine (CAS No. 1311275-27-0) is a high-purity heterocyclic compound with the molecular formula C₆H₂BrCl₂N₃. This brominated and chlorinated pyrrolopyrimidine derivative is a valuable building block in medicinal chemistry and pharmaceutical research, particularly in the synthesis of kinase inhibitors and other biologically active molecules. The compound features a fused bicyclic structure with reactive halogen substituents at the 2, 4, and 7 positions, enabling versatile functionalization via cross-coupling reactions. Supplied as an off-white to light brown crystalline powder, it is characterized by excellent batch-to-batch consistency (>95% purity by HPLC). Proper storage under inert atmosphere at 2-8°C is recommended to maintain stability. This product is intended for research purposes only and is not for human or veterinary use.

Properties

• CAS Number: 1311275-27-0
• Complexity: 182
• IUPAC Name: 7-bromo-2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine
• InChI: InChI=1S/C6H2BrCl2N3/c7-2-1-10-4-3(2)11-6(9)12-5(4)8/h1,10H
• InChI Key: JGTLHNZGTGLLAD-UHFFFAOYSA-N
• Exact Mass: 264.88092
• Molecular Formula: C6H2BrCl2N3
• Molecular Weight: 266.91
• SMILES: C1=C(C2=C(N1)C(=NC(=N2)Cl)Cl)Br
• Topological: 41.6
• Monoisotopic Mass: 264.88092
• Synonyms: 7-Bromo-2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine, 1311275-27-0, 5H-Pyrrolo[3,2-d]pyrimidine, 7-bromo-2,4-dichloro-, SCHEMBL20524214, LCC27527, AKOS015835826, AT32691, CS-0242829, EN300-255826, Z1269208820

Application

7-Bromo-2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine serves as a key intermediate in the synthesis of purine-like heterocycles for drug discovery programs. Its reactive halogen sites allow for sequential functionalization via Suzuki, Buchwald-Hartwig, or nucleophilic aromatic substitution reactions. Researchers utilize this scaffold in developing ATP-competitive kinase inhibitors targeting various disease pathways. The compound has shown particular utility in constructing analogs for JAK and CDK inhibitor development.

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