Description

6-Bromo-5-chloropyridin-2-amine (CAS No. 1004294-58-9) is a high-purity halogenated pyridine derivative with the molecular formula C₅H₄BrClN₂. This compound is a valuable heterocyclic building block for pharmaceutical and agrochemical research, featuring both bromo and chloro substituents on its pyridine ring for versatile functionalization. Its IUPAC name is 6-bromo-5-chloropyridin-2-amine, and it is characterized by a reactive amine group at the 2-position, enabling further derivatization via cross-coupling, nucleophilic substitution, or condensation reactions. Available in >95% purity (HPLC), this compound is supplied as a crystalline solid with strict QC protocols to ensure batch-to-batch consistency. Ideal for medicinal chemistry, ligand synthesis, and material science applications. Store under inert atmosphere at 2-8°C to maintain stability.

Properties

• CAS Number: 1004294-58-9
• Complexity: 101
• IUPAC Name: 6-bromo-5-chloro-pyridin-2-amine
• InChI: InChI=1S/C5H4BrClN2/c6-5-3(7)1-2-4(8)9-5/h1-2H,(H2,8,9)
• InChI Key: YRNODZRPIGNGMY-UHFFFAOYSA-N
• Exact Mass: 205.92464
• Molecular Formula: C5H4BrClN2
• Molecular Weight: 207.45
• SMILES: C1=CC(=NC(=C1Cl)Br)N
• Topological: 38.9
• Monoisotopic Mass: 205.92464
• Synonyms: 6-Bromo-5-chloropyridin-2-amine, 1004294-58-9, DTXSID80694845, DTXCID80645594, 6-BROMO-5-CHLORO-2-PYRIDINAMINE, MFCD16556292, 2-Amino-6-bromo-5-chloropyridine, 2-Pyridinamine, 6-bromo-5-chloro-, SCHEMBL934504, YRNODZRPIGNGMY-UHFFFAOYSA-N, 2-amino-5-chloro-6-bromopyridine, EQB29458, AKOS016003364, AKOS032949979, SB74523, AC-25100, DS-16964, SY114543, DB-083312, CS-0005583, EN300-316531, P16005

Application

6-Bromo-5-chloropyridin-2-amine serves as a key intermediate in the synthesis of biologically active compounds, particularly in the development of kinase inhibitors and antimicrobial agents. Its halogenated pyridine core is utilized in Suzuki-Miyaura and Buchwald-Hartwig couplings to construct complex heterocycles for drug discovery. Researchers also employ this compound in the preparation of fluorescent probes and coordination complexes due to its chelating amine functionality.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (100%)
• STOT SE 3 (100%)

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