Description

5-Bromo-2-chloro-3-methoxypyridine (CAS No. 286947-03-3) is a high-purity halogenated pyridine derivative with the molecular formula C₆H₅BrClNO. This compound is a versatile building block in organic synthesis, particularly in pharmaceutical and agrochemical research. Its unique structure, featuring bromo, chloro, and methoxy substituents on the pyridine ring, enables selective functionalization for the development of novel heterocyclic compounds. Supplied as a white to off-white crystalline solid with ≥95% purity (HPLC), it is ideal for cross-coupling reactions, nucleophilic substitutions, and metal-catalyzed transformations. Packaged under inert gas to ensure stability, this reagent is stored at 2-8°C to maintain optimal shelf life. Available in quantities from grams to kilograms, with custom packaging options upon request.

Properties

• CAS Number: 286947-03-3
• Complexity: 114
• IUPAC Name: 5-bromo-2-chloro-3-methoxy-pyridine
• InChI: InChI=1S/C6H5BrClNO/c1-10-5-2-4(7)3-9-6(5)8/h2-3H,1H3
• InChI Key: GFJMOZYIDADKLJ-UHFFFAOYSA-N
• Exact Mass: 220.92430
• Molecular Formula: C6H5BrClNO
• Molecular Weight: 222.47
• SMILES: COC1=C(N=CC(=C1)Br)Cl
• Topological: 22.1
• Monoisotopic Mass: 220.92430
• Synonyms: 5-bromo-2-chloro-3-methoxypyridine, 286947-03-3, DTXSID10587791, DTXCID00538555, 690-460-4, Pyridine, 5-bromo-2-chloro-3-methoxy-, MFCD08234976, 5-Bromo-2-chloro-3-methoxy-pyridine, SCHEMBL608749, GFJMOZYIDADKLJ-UHFFFAOYSA-N, AKOS015834457, AB43719, AC-3556, CS-W003476, FB42900, PS-5619, SY022257, 5-Bromo-2-chloro-3-methoxypyridine, 97%, DB-032385, EN300-136171, F1915-8912

Application

5-Bromo-2-chloro-3-methoxypyridine serves as a key intermediate in the synthesis of active pharmaceutical ingredients (APIs) and ligands for catalysis. It is widely used in Suzuki-Miyaura and Buchwald-Hartwig coupling reactions to construct complex pyridine-based scaffolds. Researchers also employ it in the development of kinase inhibitors and antimicrobial agents due to its electron-deficient aromatic system.

Safety and Hazards

GHS Hazard Statements

• H301 (95.1%): Toxic if swallowed [Danger Acute toxicity, oral]
• H318 (95.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P270, P280, P301+P316, P305+P354+P338, P317, P321, P330, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (95.1%)
• Eye Dam. 1 (95.1%)

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