Atomfair 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine C6H3BrClN3 CAS 22276-95-5

Description

5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (CAS No. 22276-95-5) is a high-purity heterocyclic compound with the molecular formula C₆H₃BrClN₃. This halogenated pyrrolopyrimidine derivative is a versatile building block in organic synthesis, particularly for the development of nucleoside analogs, pharmaceutical intermediates, and agrochemicals. Its unique structure, featuring both bromo and chloro substituents, enables selective functionalization for advanced medicinal chemistry applications. Our product is rigorously tested to ensure ≥95% purity (HPLC) and is supplied as a white to off-white crystalline powder, packaged under inert conditions to guarantee stability. Ideal for researchers in drug discovery, this compound is a key precursor for kinase inhibitors, antiviral agents, and other biologically active molecules. Store in a cool, dry place at 2-8°C to maintain optimal quality.

Properties

• CAS Number: 22276-95-5
• Complexity: 157
• IUPAC Name: 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine
• InChI: InChI=1S/C6H3BrClN3/c7-3-1-9-6-4(3)5(8)10-2-11-6/h1-2H,(H,9,10,11)
• InChI Key: OXLMTRZWMHIZBY-UHFFFAOYSA-N
• Exact Mass: 230.91989
• Molecular Formula: C6H3BrClN3
• Molecular Weight: 232.46
• SMILES: C1=C(C2=C(N1)N=CN=C2Cl)Br
• Topological: 41.6
• Monoisotopic Mass: 230.91989
• Synonyms: 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, DTXSID50418939, 5-bromo-4-chloro-7H-pyrrolo(2,3-d)pyrimidine, DTXCID60369786, 622-419-3, 22276-95-5, 7-Bromo-6-chloro-7-deazapurine, 4-CHLORO-5-BROMO-7H-PYRROLO[2,3-D]PYRIMIDINE, MFCD09702029, 5-Bromo-4-chloropyrrolo[2,3-d]pyrimidine, 7H-PYRROLO[2,3-D]PYRIMIDINE, 5-BROMO-4-CHLORO-, NSC103801, 5-bromo-4-chloro-1H-pyrrolo[2,3-d]pyrimidine, SCHEMBL154600, SCHEMBL868647, OXLMTRZWMHIZBY-UHFFFAOYSA-N, BCP17277, BBL102927, CL3111, STL556736, AKOS015851122, AF-0716, CS-W005086, NSC-103801, PB10675, 7-Bromo-6-chloro-7-deazapurine, 95%, AC-30064, SY013310, 5-Bromo4chloro-7H-pyrrolo[2,3-d]pyrimidine, 5-bromo-4-chloro-7H-pyrrolo[23-d]pyrimidine, EN300-123297, 5-Bromo-4-chloro-7H-Pvrrolo[2,3-d]pyrimidine, 4-chloro-5-bromo-7 H-pyrrolo[2, 3-d] pyrimidine, Z1269241452

Application

5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine is widely used as a scaffold in the synthesis of kinase inhibitors, particularly for JAK and EGFR targets. It serves as a critical intermediate in the development of antiviral and anticancer nucleoside analogs due to its structural similarity to purine bases. Researchers also utilize this compound to create fluorescent probes for studying nucleic acid interactions. Its halogenated structure allows for efficient cross-coupling reactions in Pd-catalyzed transformations.

Safety and Hazards

GHS Hazard Statements

• H301 (95.2%): Toxic if swallowed [Danger Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P316, P321, P330, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (95.2%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.