Description

(6-Bromopyridin-2-yl)methanamine hydrochloride (CAS No. 914947-26-5) is a high-purity organic compound with the molecular formula C₆H₈BrClN₂. This hydrochloride salt derivative of 6-bromo-2-pyridinemethanamine is a valuable building block in pharmaceutical and agrochemical research. The product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC). It is soluble in polar organic solvents such as methanol, DMSO, and DMF, but has limited solubility in water. Proper storage conditions (2-8°C in a tightly sealed container under inert atmosphere) are recommended to maintain stability. This compound is particularly useful as an intermediate in Suzuki coupling reactions and other palladium-catalyzed cross-coupling transformations. Each batch is thoroughly characterized by ¹H NMR, ¹³C NMR, and mass spectrometry to ensure quality and consistency for research applications.

Properties

• CAS Number: 914947-26-5
• Complexity: 87.1
• IUPAC Name: (6-bromo-2-pyridyl)methanamine;hydrochloride
• InChI: InChI=1S/C6H7BrN2.ClH/c7-6-3-1-2-5(4-8)9-6;/h1-3H,4,8H2;1H
• InChI Key: BUAPFSNXCMLJJP-UHFFFAOYSA-N
• Exact Mass: 221.95594
• Molecular Formula: C6H8BrClN2
• Molecular Weight: 223.50
• SMILES: C1=CC(=NC(=C1)Br)CN.Cl
• Topological: 38.9
• Monoisotopic Mass: 221.95594
• Synonyms: (6-bromopyridin-2-yl)methanamine hydrochloride, 810-354-5, 914947-26-5, 6-Bromo-2-Pyridinemethanamine,hydrochloride, (6-bromopyridin-2-yl)methanamine;hydrochloride, 6-Bromo-2-pyridinemethanamine hydrochloride, 6-bromo-2-pyridinemethanamine, hydrochloride, (6-bromopyridin-2-yl)methanamine HCl, SCHEMBL2768799, DTXSID70672091, BUAPFSNXCMLJJP-UHFFFAOYSA-N, CS1515, AKOS015847720, AC-31258, BS-29650, C-(6-Bromo-pyridin-2-yl)-methylamine-HCl, DB-010801, EN300-7404851, 1-(6-bromopyridin-2-yl)methanamine hydrochloride, 1-(6-Bromopyridin-2-yl)methanamine–hydrogen chloride (1/1)

Application

This compound serves as a key intermediate in medicinal chemistry for the synthesis of novel drug candidates, particularly in the development of kinase inhibitors and CNS-active compounds. Researchers utilize it in palladium-catalyzed cross-coupling reactions to create more complex heterocyclic systems. The bromopyridine moiety makes it valuable for structure-activity relationship studies in pharmaceutical research. It’s also employed in the synthesis of ligands for transition metal catalysts used in asymmetric synthesis.

Safety and Hazards

GHS Hazard Statements

• H301 (95%): Toxic if swallowed [Danger Acute toxicity, oral]
• H311 (90%): Toxic in contact with skin [Danger Acute toxicity, dermal]
• H331 (90%): Toxic if inhaled [Danger Acute toxicity, inhalation]
• H341 (90%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]
• H351 (90%): Suspected of causing cancer [Warning Carcinogenicity]
• H371 (90%): May cause damage to organs [Warning Specific target organ toxicity, single exposure]
• H373 (90%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]
• H411 (90%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P203, P260, P261, P262, P264, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P308+P316, P316, P318, P319, P321, P330, P361+P364, P391, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (95%)
• Acute Tox. 3 (90%)
• Acute Tox. 3 (90%)
• Muta. 2 (90%)
• Carc. 2 (90%)
• STOT SE 2 (90%)
• Aquatic Chronic 2 (90%)

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