Description

5-Bromo-2-methoxy-3-nitropyridine (CAS No. 152684-30-5) is a high-purity heterocyclic organic compound with the molecular formula C₆H₅BrN₂O₃. This nitropyridine derivative is a versatile building block in pharmaceutical and agrochemical research, offering excellent reactivity for nucleophilic substitution and coupling reactions. The compound features a bromine substituent at the 5-position and a nitro group at the 3-position, making it ideal for further functionalization via cross-coupling or reduction reactions. Its methoxy group enhances solubility in organic solvents, facilitating synthetic applications. Supplied as a crystalline solid with ≥95% purity (HPLC), it is rigorously tested for consistency and stability. Suitable for use in medicinal chemistry, material science, and as a precursor for advanced intermediates. Store in a cool, dry place under inert conditions to maintain integrity.

Properties

• CAS Number: 152684-30-5
• Complexity: 173
• IUPAC Name: 5-bromo-2-methoxy-3-nitro-pyridine
• InChI: InChI=1S/C6H5BrN2O3/c1-12-6-5(9(10)11)2-4(7)3-8-6/h2-3H,1H3
• InChI Key: YRVHFGOAEVWBNS-UHFFFAOYSA-N
• Exact Mass: 231.94835
• Molecular Formula: C6H5BrN2O3
• Molecular Weight: 233.02
• SMILES: COC1=C(C=C(C=N1)Br)[N+](=O)[O-]
• Topological: 67.9
• Monoisotopic Mass: 231.94835
• Synonyms: 5-bromo-2-methoxy-3-nitropyridine, 152684-30-5, DTXSID70576242, DTXCID90527014, 689-708-4, 5-Bromo-2-methoxy-3-nitro-pyridine, MFCD07374968, Pyridine, 5-bromo-2-methoxy-3-nitro-, 5-BROMO-2-(METHYLOXY)-3-NITROPYRIDINE, SCHEMBL455931, SCHEMBL17339070, YRVHFGOAEVWBNS-UHFFFAOYSA-N, CS-M0123, 2-methoxy-3-nitro-5-bromo pyridine, SBB065491, AKOS005073424, AB40836, AC-7012, LD-0202, SY008972, DB-025124, B4461, 5-Bromo-2-methoxy-3-nitropyridine, AldrichCPR, EN300-205280

Application

5-Bromo-2-methoxy-3-nitropyridine is widely employed as a key intermediate in the synthesis of bioactive molecules, particularly in the development of kinase inhibitors and antimicrobial agents. Its reactive bromo and nitro groups enable efficient participation in Suzuki-Miyaura and Buchwald-Hartwig couplings. Researchers utilize this compound to construct complex pyridine-based scaffolds for drug discovery programs. It also serves as a precursor for fluorescent dyes and coordination ligands in catalysis.

Safety and Hazards

GHS Hazard Statements

• H315 (97.6%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (95.1%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (97.6%)
• Eye Irrit. 2A (97.6%)
• STOT SE 3 (95.1%)

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