Description

2-Amino-3-bromo-5-methylpyridine (CAS No. 17282-00-7) is a high-purity heterocyclic organic compound with the molecular formula C₆H₇BrN₂ and IUPAC name 3-bromo-5-methylpyridin-2-amine. This specialized pyridine derivative features a bromine substitution at the 3-position and an amino group at the 2-position, making it a valuable building block for pharmaceutical synthesis, agrochemical development, and materials science research. Our product is rigorously quality-controlled to ensure ≥95% purity (HPLC) and is supplied as a crystalline solid with excellent batch-to-batch consistency. Ideal for coupling reactions, metal-catalyzed cross-coupling (e.g., Suzuki, Buchwald-Hartwig), and heterocyclic scaffold construction. Available in research quantities (100mg to 100g) with optional custom synthesis scale-up.

Key Specifications:
– Molecular Weight: 187.04 g/mol
– Melting Point: 92-96°C (lit.)
– Storage: Store at 2-8°C under inert atmosphere
– Hazard Codes: Xi (Irritant)

Properties

• CAS Number: 17282-00-7
• Complexity: 97.1
• IUPAC Name: 3-bromo-5-methyl-pyridin-2-amine
• InChI: InChI=1S/C6H7BrN2/c1-4-2-5(7)6(8)9-3-4/h2-3H,1H3,(H2,8,9)
• InChI Key: NDPKXEWDWTZBDG-UHFFFAOYSA-N
• Exact Mass: 185.97926
• Molecular Formula: C6H7BrN2
• Molecular Weight: 187.04
• SMILES: CC1=CC(=C(N=C1)N)Br
• Topological: 38.9
• Monoisotopic Mass: 185.97926
• Synonyms: 2-Amino-3-bromo-5-methylpyridine, 17282-00-7, DTXSID90333990, DTXCID30285080, 626-356-2, ndpkxewdwtzbdg-uhfffaoysa-n, 3-bromo-5-methylpyridin-2-amine, 2-amino-3-bromo-5-picoline, 6-Amino-5-bromo-3-picoline, MFCD00068231, 3-Bromo-5-methyl-2-pyridinamine, 3-bromo-5-methyl-2-pyridylamine, 3-bromo-5-methylpyridin-2-ylamine, 2-pyridinamine, 3-bromo-5-methyl-, 3-Bromo-5-methyl-2-pyridinamine; 6-Amino-5-bromo-3-picoline;, 3-bromo-5-methyl-pyridin-2-ylamine, AC-907/25014120, SCHEMBL342702, SCHEMBL27473597, 3-Bromo-2-amino-5-methylpyridine, 3-bromo-5-methyl-2-aminopyridine, 2 -amino-3-bromo-5-methylpyridine, 2-amino-3-bromo-5-methyl pyridine, BCP22175, CS-M0106, STR08202, 2-Amino-3-bromo-5-methyl-pyridine, 3-Bromo-5-methyl-2-pyridinamine #, SBB000261, AKOS006223677, AB02784, AC-5149, FA08146, FS-1035, 2-Amino-3-bromo-5-methylpyridine, 98%, SY016935, DB-030951, A1555, A3805, ST50307829, EN300-86079, AE-473/30684031, 2-Amino-3-bromo-5-picoline (2-Amino-3-bromo-5-methylpyridine), 2-Amino-3-bromo-5-methylpyridine;3-bromo-5-methylpyridin-2-amine;2-Amino-5-methyl-3-bromopyridine;3-Bromo-2-amino-5-methylpyridine;3-Bromo-5-methyl-2-aminopyridine;3-Bromo-2-amino-5-picoline

Application

2-Amino-3-bromo-5-methylpyridine serves as a key intermediate in the synthesis of biologically active compounds, particularly in developing kinase inhibitors and antimicrobial agents. The bromine moiety enables efficient palladium-catalyzed cross-coupling reactions for structure-activity relationship studies. Researchers utilize this compound to construct complex polycyclic systems in medicinal chemistry programs. Its electron-rich pyridine core also finds application in materials science as a ligand for transition metal complexes.

Safety and Hazards

GHS Hazard Statements

• H302 (12.5%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (12.5%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (12.5%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (97.9%): 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+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (12.5%)
• Acute Tox. 4 (12.5%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• Acute Tox. 4 (12.5%)
• STOT SE 3 (97.9%)

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