Description

2-Bromo-5-methylpyridin-3-amine (CAS No. 34552-14-2) is a high-purity brominated pyridine derivative with the molecular formula C₆H₇BrN₂. This compound features a reactive bromine substituent at the 2-position and an amino group at the 3-position of a 5-methylpyridine scaffold, making it a versatile intermediate for pharmaceutical, agrochemical, and materials science research. Its well-defined structure (IUPAC name: 2-bromo-5-methylpyridin-3-amine) ensures consistent reactivity in cross-coupling reactions, nucleophilic substitutions, and heterocyclic synthesis. Packaged under inert conditions to ensure stability, this product is ideal for precision applications requiring rigorous quality control. Available in quantities from milligrams to kilograms, it is supplied with comprehensive analytical documentation including ¹H NMR, HPLC, and mass spectrometry data.

Properties

• CAS Number: 34552-14-2
• Complexity: 97.1
• IUPAC Name: 2-bromo-5-methyl-pyridin-3-amine
• InChI: InChI=1S/C6H7BrN2/c1-4-2-5(8)6(7)9-3-4/h2-3H,8H2,1H3
• InChI Key: ODOCHVONAOTFEQ-UHFFFAOYSA-N
• Exact Mass: 185.97926
• Molecular Formula: C6H7BrN2
• Molecular Weight: 187.04
• SMILES: CC1=CC(=C(N=C1)Br)N
• Topological: 38.9
• Monoisotopic Mass: 185.97926
• Synonyms: 34552-14-2, 2-bromo-5-methylpyridin-3-amine, DTXSID20494245, DTXCID20445055, 640-868-3, 3-Amino-2-bromo-5-methylpyridine, 3-Amino-2-bromo-5-picoline, MFCD08277281, 3-Pyridinamine, 2-bromo-5-methyl-, SCHEMBL305800, SCHEMBL28144726, ODOCHVONAOTFEQ-UHFFFAOYSA-N, 2-bromo-3-amino-5-methylpyridine, 2-bromo-5-methyl-pyridin-3-amine, 2-Bromo-3-Amino-5-Methyl Pyridine, 2-bromo-5-mehtyl-pyridin-3-ylamine, 2-bromo-5-methyl-pyridin-3-ylamine, AKOS006280770, CS-W003504, DS-0686, SB52346, AC-27511, SY027914, EN300-218630

Application

2-Bromo-5-methylpyridin-3-amine serves as a key building block in the synthesis of biologically active molecules, particularly in the development of kinase inhibitors and antimicrobial agents. Its bromine moiety facilitates Suzuki-Miyaura and Buchwald-Hartwig couplings for constructing complex heterocycles. Researchers also utilize it in the preparation of functionalized pyridine ligands for catalytic systems. In material science, it acts as a precursor for photoactive compounds and organic electronic materials.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (83.3%): 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 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• 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+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (83.3%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (100%)
• STOT SE 3 (100%)

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