Atomfair 2-Amino-5-bromo-3-methylpyridine C6H7BrN2 CAS 3430-21-5

Description

2-Amino-5-bromo-3-methylpyridine (CAS No. 3430-21-5) is a high-purity heterocyclic organic compound with the molecular formula C₆H₇BrN₂. This brominated pyridine derivative is a valuable intermediate in pharmaceutical and agrochemical synthesis, offering exceptional reactivity for cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig amination. Its IUPAC name, 5-bromo-3-methylpyridin-2-amine, reflects its precise structural configuration featuring an amino group at the 2-position and a bromo substituent at the 5-position of the pyridine ring. Supplied as a crystalline solid with ≥98% purity (HPLC), this compound is rigorously tested for trace metals, residual solvents, and moisture content to ensure compatibility with sensitive organometallic reactions. Packaged under inert gas in amber glass vials with PTFE-lined caps to prevent degradation, it is ideal for medicinal chemistry, ligand design, and material science applications requiring regioselective functionalization.

Properties

• CAS Number: 3430-21-5
• Complexity: 97.1
• IUPAC Name: 5-bromo-3-methyl-pyridin-2-amine
• InChI: InChI=1S/C6H7BrN2/c1-4-2-5(7)3-9-6(4)8/h2-3H,1H3,(H2,8,9)
• InChI Key: KBLGGRWUEVCNPY-UHFFFAOYSA-N
• Exact Mass: 185.97926
• Molecular Formula: C6H7BrN2
• Molecular Weight: 187.04
• SMILES: CC1=CC(=CN=C1N)Br
• Topological: 38.9
• Monoisotopic Mass: 185.97926
• Synonyms: 2-Amino-5-bromo-3-methylpyridine, 3430-21-5, DTXSID60187866, DTXCID20110357, 608-966-0, kblggrwuevcnpy-uhfffaoysa-n, 5-bromo-3-methylpyridin-2-amine, 2-Amino-5-bromo-3-picoline, MFCD00068232, 2-amino-3-methyl-5-bromopyridine, 5-bromo-3-methyl-2-pyridylamine, 2-PYRIDINAMINE, 5-BROMO-3-METHYL-, 5-BROMO-3-METHYL-2-PYRIDINAMINE, 5-bromo-3-methyl-pyridin-2-amine, 2-amino-5-bromo-3-methyl pyridine, 5-bromo-3-methyl-pyridin-2-ylamine, AC-907/30003004, SCHEMBL311964, 5-bromo-3-methylpyridin-2-ylamine, 2-amino-5-bromo-3-methyl-pyridine, BCP22141, CS-D0816, SBB003694, AKOS000113884, AB02787, AC-2959, 2-Amino-5-bromo-3-methylpyridine, 97%, HY-75420, SY003424, DB-013173, A2154, NS00029636, ST50307452, EN300-100025, 7X-0844, 2-Amino-5-bromo-3-picoline (2-Amino-5-bromo-3-methylpyridine)

Application

2-Amino-5-bromo-3-methylpyridine serves as a key building block in the synthesis of kinase inhibitors and other biologically active molecules due to its dual functionality as both a halogenated aromatic and a primary amine. It is widely employed in palladium-catalyzed cross-coupling reactions to construct complex pharmaceutical scaffolds. Researchers utilize this compound in the development of PET radiotracers by leveraging its bromine atom for isotopic labeling. Its electron-rich pyridine core also makes it suitable for designing coordination complexes in catalytic systems.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (98.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

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

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (98.7%)

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