Description

3-Amino-2-bromopyridine (CAS No. 39856-58-1) is a high-purity brominated pyridine derivative with the molecular formula C₅H₅BrN₂. This heterocyclic compound, also known by its IUPAC name 2-bromopyridin-3-amine, is a valuable building block in pharmaceutical, agrochemical, and materials science research. The presence of both amino and bromo functional groups on the pyridine ring makes it a versatile intermediate for nucleophilic substitution, cross-coupling reactions (e.g., Suzuki, Buchwald-Hartwig), and heterocyclic scaffold elaboration.

Our product is rigorously tested for identity, purity, and stability, ensuring optimal performance in synthetic applications. Available in quantities from grams to kilograms, it is supplied in sealed, light-resistant packaging under inert conditions to maintain integrity. Ideal for medicinal chemistry, ligand design, and functional material development.

Properties

• CAS Number: 39856-58-1
• Complexity: 76.8
• IUPAC Name: 2-bromopyridin-3-amine
• InChI: InChI=1S/C5H5BrN2/c6-5-4(7)2-1-3-8-5/h1-3H,7H2
• InChI Key: HKDVVTLISGIPFE-UHFFFAOYSA-N
• Exact Mass: 171.96361
• Molecular Formula: C5H5BrN2
• Molecular Weight: 173.01
• SMILES: C1=CC(=C(N=C1)Br)N
• Topological: 38.9
• Monoisotopic Mass: 171.96361
• Synonyms: 3-Amino-2-bromopyridine, 39856-58-1, DTXSID30349070, DTXCID90300142, 626-782-9, 2-bromopyridin-3-amine, 2-bromo-3-aminopyridine, 3-pyridinamine, 2-bromo-, 2-Bromo-3-pyridinamine, 2-bromo-3-pyridylamine, MFCD00234064, EN300-109181, 2-BROMO-PYRIDIN-3-YLAMINE, 3-amino-2-bromo-pyridine, 2-bromo-pyridin-3-yl amine, SCHEMBL311652, 2-BROMO-3-PYRIDINEAMINE, SCHEMBL27743622, 3-Amino-2-bromopyridine, 97%, BDBM625976, BCP27277, CS-D0804, STR07110, RB1053, SBB005539, STK676678, AKOS002664732, AC-5162, FA50747, PB26005, PS-4230, HY-66051, SY013790, DB-006323, ST4096704, A1898, 2-Bromo-3-pyridinamine;2-Bromopyridin-3-ylamine, AC-907/25004397, SR-01000530460, SR-01000530460-1, InChI=1/C5H5BrN2/c6-5-4(7)2-1-3-8-5/h1-3H,7H

Application

3-Amino-2-bromopyridine serves as a key intermediate in the synthesis of bioactive molecules, including kinase inhibitors and antimicrobial agents. Its bromo group enables palladium-catalyzed cross-coupling reactions for constructing complex heteroaromatic systems. Researchers also utilize it to develop ligands for catalysis and optoelectronic materials. The amino group facilitates further derivatization via acylation or sulfonylation.

Safety and Hazards

GHS Hazard Statements

• H301 (87.5%): Toxic if swallowed [Danger Acute toxicity, oral]
• H315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (85.4%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (12.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (95.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (87.5%)
• Skin Irrit. 2 (97.9%)
• Eye Dam. 1 (85.4%)
• Eye Irrit. 2 (12.5%)
• STOT SE 3 (95.8%)

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