Overview and Chemical Identity

Methyl 6-amino-5-chloronicotinate (Aladdin SKU: M732555) is a substituted pyridine derivative bearing three distinct reactive functional groups on its aromatic ring: a primary amino group at position 6, a chloro substituent at position 5, and a methyl ester at position 3 (the nicotinate position). This combination of electron-donating and electron-withdrawing groups makes the compound electronically versatile, enabling participation in a broad range of synthetic transformations.

The compound belongs to the class of halogenated aminonicotinates, which are widely recognized as privileged scaffolds in medicinal chemistry due to the prevalence of pyridine rings in bioactive molecules and approved drugs. Its IUPAC name is methyl 6-amino-5-chloropyridine-3-carboxylate.

Key Synthetic Applications

Methyl 6-amino-5-chloronicotinate is a multifunctional intermediate exploited in several strategic synthetic contexts:

• Palladium-catalyzed cross-coupling: The aryl chloride at C-5 can participate in Suzuki–Miyaura, Negishi, and Buchwald–Hartwig coupling reactions to install aryl, alkenyl, or amino groups, enabling rapid diversification of the pyridine scaffold.
• Nucleophilic aromatic substitution (SNAr): The electron-deficient pyridine ring, activated by the adjacent ester and the ring nitrogen, facilitates SNAr with oxygen and nitrogen nucleophiles, particularly at the C-5 chloro position.
• Amide and urea bond formation: The free primary amine at C-6 can be acylated or converted to ureas, carbamates, and sulfonamides, providing access to pharmacophore-rich derivatives.
• Ester hydrolysis or transamidation: The methyl ester is readily hydrolyzed to the corresponding carboxylic acid or converted to amides under standard conditions, allowing further elaboration.
• Heterocycle annulation: Bifunctional reactivity of the amine and ester (or chloride) supports cyclization to fused bicyclic systems such as pyrido-fused rings, relevant to kinase inhibitor and antibacterial scaffolds.

Handling, Storage, and Safety

As with most halogenated amino heterocycles, standard laboratory precautions apply when working with Methyl 6-amino-5-chloronicotinate:

• Personal protective equipment (PPE): Wear nitrile gloves, a laboratory coat, and eye protection. Work in a well-ventilated fume hood, especially when weighing or handling solid powder.
• Storage: Store in a tightly sealed container in a cool, dry, well-ventilated location, away from strong oxidizers and strong acids. Refrigerated storage (2–8 °C) is recommended to maintain long-term stability, though room-temperature storage is often acceptable for short periods. Protect from prolonged exposure to moisture and light.
• Stability: The compound is expected to be stable under normal laboratory storage conditions. The aryl chloride is not highly reactive under ambient conditions but will participate in reactions under appropriate catalytic or forcing conditions.
• Disposal: Dispose of as halogenated organic waste in accordance with local institutional and regulatory requirements. Do not pour down the drain.

Note: Always consult the current Safety Data Sheet (SDS) supplied by Aladdin Scientific for authoritative hazard, handling, first-aid, and disposal information specific to this product lot.

Purity, Specifications, and Quality

Aladdin Scientific supplies Methyl 6-amino-5-chloronicotinate (SKU: M732555) as a research-grade reagent. Customers should consult the current product page and certificate of analysis (CoA) for lot-specific purity data, melting point, NMR characterization, and HPLC or GC purity confirmation. Typical characterization of such halogenated aminonicotinate intermediates includes:

• Purity confirmation by HPLC or GC (lot-specific; check CoA)
• Identity confirmation by ¹H NMR and/or mass spectrometry
• Melting point as an additional identity check

If a specific purity grade is required (e.g., ≥97%, ≥98%), please contact Aladdin Scientific customer service or your regional sales representative to confirm available lot specifications before placing your order.

Ordering and Availability

Methyl 6-amino-5-chloronicotinate is available from Aladdin Scientific under SKU M732555. To place an order or request a quotation:

• Visit the Aladdin Scientific website and search for SKU M732555 or the product name.
• Select your required pack size and quantity, then add to cart or request a formal quotation for institutional purchase orders.
• For bulk quantities, custom packaging, or expedited delivery inquiries, contact Aladdin Scientific customer service directly.
• Registered account holders may access order history, invoices, and tracking information through the online portal.

Stock availability and lead times may vary by region. Aladdin Scientific recommends checking the live inventory status on the product page or contacting your local representative for time-sensitive projects.