Chemical Identity and Physical Properties

6-Chloro-4-methoxypyridin-3-amine (SKU: C586813) is a substituted pyridine derivative bearing three distinct functional handles on the aromatic ring: a primary amino group at position 3, a methoxy group at position 4, and a chloro substituent at position 6. Its molecular formula is C₆H₇ClN₂O and its molecular weight is approximately 158.58 g/mol.

The compound is typically encountered as a solid at room temperature. The electron-donating methoxy and amino groups modulate the electron density of the ring, while the electron-withdrawing chloro group and ring nitrogen collectively make certain positions reactive toward nucleophilic aromatic substitution (SNAr). Researchers should consult the product-specific Certificate of Analysis (CoA) supplied with lot C586813 for confirmed purity, melting point, and spectral data, as these may vary by production lot.

Synthetic Applications and Reactivity

The multi-functional substitution pattern of 6-Chloro-4-methoxypyridin-3-amine makes it a valuable building block in pharmaceutical and agrochemical synthesis. The three key reactive sites enable orthogonal functionalization strategies:

• Primary amine (–NH₂): Amenable to acylation, sulfonylation, reductive amination, condensation with carbonyl compounds, and urea/carbamate formation. This handle is particularly useful for introducing pharmacophoric elements and for constructing amide bonds in drug candidates.
• Chloro substituent (–Cl): Participates in palladium-catalyzed cross-coupling reactions (e.g., Suzuki–Miyaura, Buchwald–Hartwig, Negishi), as well as SNAr reactions with suitable nucleophiles such as amines, alkoxides, and thiols under appropriate conditions.
• Methoxy group (–OCH₃): Generally stable under mild conditions but can be demethylated under harsh acidic or Lewis acid conditions to reveal a hydroxyl group for further derivatization.

This compound is frequently used as an intermediate in the preparation of kinase inhibitors, GPCR-targeted ligands, and other bioactive small molecules where pyridine-based heterocycles are central to the pharmacophore.

Storage, Handling, and Safety Guidelines

Storage: Store 6-Chloro-4-methoxypyridin-3-amine in a tightly sealed container, away from light, heat, and moisture. A cool, dry environment (typically 2–8 °C or as specified on the product label) is recommended to maintain long-term stability. Always verify storage conditions on the lot-specific CoA.

Handling: As an aromatic amine-containing compound, handle with appropriate personal protective equipment (PPE), including nitrile gloves, safety goggles, and a laboratory coat. Avoid inhalation of dust or aerosols. Work in a well-ventilated area or inside a chemical fume hood. Aromatic amines as a chemical class may pose health hazards; consult the Safety Data Sheet (SDS) for C586813 before first use.

Disposal: Dispose of waste material in accordance with local, national, and institutional regulations governing halogenated aromatic amines. Do not dispose of via drain or general waste streams.

Note: Specific GHS hazard classifications, pictograms, and first-aid measures for this compound should be obtained from the current SDS available on the Aladdin Scientific product page for C586813.

Quality, Purity, and Verification

Aladdin Scientific supplies 6-Chloro-4-methoxypyridin-3-amine (C586813) as a research-grade reagent. Purity and quality are confirmed by analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry on a lot-by-lot basis. Researchers should always request or download the Certificate of Analysis (CoA) for the specific lot received to verify:

• Purity (% by HPLC or other specified method)
• Identity confirmation (NMR, MS data)
• Appearance and physical form
• Recommended storage conditions

For reactions requiring high-purity material — particularly in biological screening assays or when trace impurities may interfere with sensitive catalytic reactions — consider additional in-house purification (e.g., recrystallization or column chromatography) and re-verification prior to use. If you require a custom purity specification or bulk quantity, contact Aladdin Scientific's technical support team.