Description

5-Amino-2-bromo-3-chloropyridine (CAS No. 130284-52-5) is a high-purity halogenated pyridine derivative with the molecular formula C₅H₄BrClN₂. This compound, also known by its IUPAC name 6-bromo-5-chloropyridin-3-amine, is a versatile heterocyclic building block widely used in pharmaceutical and agrochemical research. Its unique structure, featuring both bromo and chloro substituents alongside an amino group, enables selective functionalization for the synthesis of complex molecules. Our product is rigorously tested to ensure ≥98% purity (HPLC) and is supplied as a fine crystalline powder with batch-specific analytical data (NMR, MS, HPLC) included. Ideal for Suzuki couplings, nucleophilic substitutions, and other cross-coupling reactions. Packaged under inert gas in amber glass vials to ensure stability and longevity.

Properties

• CAS Number: 130284-52-5
• Complexity: 101
• IUPAC Name: 6-bromo-5-chloro-pyridin-3-amine
• InChI: InChI=1S/C5H4BrClN2/c6-5-4(7)1-3(8)2-9-5/h1-2H,8H2
• InChI Key: KGBNUDFDLHULJP-UHFFFAOYSA-N
• Exact Mass: 205.92464
• Molecular Formula: C5H4BrClN2
• Molecular Weight: 207.45
• SMILES: C1=C(C=NC(=C1Cl)Br)N
• Topological: 38.9
• Monoisotopic Mass: 205.92464
• Synonyms: 5-Amino-2-bromo-3-chloropyridine, 858-741-8, 130284-52-5, 6-Bromo-5-chloropyridin-3-amine, 3-Pyridinamine, 6-bromo-5-chloro-, MFCD09835243, 2-BROMO-3-CHLORO-5-AMINOPYRIDINE, SCHEMBL20265446, DTXSID70562009, AKOS015891623, AC-27499, DS-15455, SY022521, DB-082838, CS-0040861, EN300-248763, I10155

Application

5-Amino-2-bromo-3-chloropyridine serves as a key intermediate in the synthesis of bioactive compounds, particularly in the development of kinase inhibitors and antimicrobial agents. Its halogenated pyridine core facilitates palladium-catalyzed cross-coupling reactions for constructing pharmaceutical scaffolds. Researchers utilize this compound in medicinal chemistry to explore structure-activity relationships in drug discovery programs. The presence of orthogonal reactive sites (Br, Cl, NH₂) allows sequential derivatization for library synthesis.

Safety and Hazards

GHS Hazard Statements

• H302+H312+H332 (50%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (50%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H335 (50%): 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 (50%)
• Skin Irrit. 2 (50%)
• Eye Dam. 1 (50%)
• STOT SE 3 (50%)

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