Overview and Chemical Identity

Ethyl 6-chloro-4-methylpyridine-2-carboxylate (SKU E179450) is a chlorinated pyridine derivative bearing an ethyl ester at the 2-position, a methyl group at the 4-position, and a chloro substituent at the 6-position of the pyridine ring. Its molecular formula is C₉H₁₀ClNO₂ with a molecular weight of approximately 199.63 g/mol.

The combination of an electrophilic chloro leaving group and a hydrolysable ester on the same aromatic ring makes this compound a particularly versatile intermediate. Researchers can selectively transform either site — performing nucleophilic aromatic substitution (S_NAr) at C-6, saponification or transesterification at C-2, or cross-coupling reactions — to access a wide variety of functionalised pyridine scaffolds.

Handling, Storage, and Safety

Always consult the product-specific Safety Data Sheet (SDS) before handling Ethyl 6-chloro-4-methylpyridine-2-carboxylate. As with most halogenated heterocyclic esters, standard laboratory precautions apply:

• Personal Protective Equipment (PPE): Wear nitrile gloves, safety spectacles, and a lab coat. Work in a well-ventilated area or fume hood.
• Storage: Store in a tightly sealed container, in a cool and dry environment, away from moisture, heat, and incompatible materials such as strong bases and oxidisers. Refrigerated storage (2–8 °C) is typically recommended to maintain long-term stability.
• Disposal: Dispose of waste material in accordance with local environmental regulations for halogenated organic compounds.

Specific GHS hazard classifications and first-aid measures are detailed in the SDS provided with the product. Users should review and follow all institutional safety protocols.

Synthetic Applications and Reactivity

Ethyl 6-chloro-4-methylpyridine-2-carboxylate serves as a multifunctional building block in medicinal chemistry and agrochemical research. Key reaction pathways include:

• Nucleophilic Aromatic Substitution (S_NAr): The electron-withdrawing ester group at C-2 activates the C-6 chloro position toward displacement by amines, thiols, alkoxides, and other nucleophiles, enabling direct access to 6-amino, 6-thio, or 6-alkoxy pyridine-2-carboxylate derivatives.
• Palladium-Catalysed Cross-Coupling: The C–Cl bond can participate in Suzuki–Miyaura, Buchwald–Hartwig, and related transition-metal-catalysed reactions to introduce aryl, heteroaryl, or amino groups at C-6.
• Ester Hydrolysis / Functional Group Interconversion: The ethyl ester can be saponified to the corresponding carboxylic acid, reduced to an alcohol, or converted to amides and other acyl derivatives, providing additional vectors for library synthesis.
• Methyl Group Functionalisation: Under appropriate conditions, the benzylic-type 4-methyl group can be oxidised or halogenated to introduce further diversity.

These orthogonal handles make the compound especially valuable for parallel synthesis and lead-optimisation campaigns targeting nitrogen-containing heterocyclic pharmacophores.

Purity, Quality, and Ordering Information

Aladdin Scientific supplies Ethyl 6-chloro-4-methylpyridine-2-carboxylate under SKU E179450. Each lot is quality-controlled to meet the purity specification stated on the product page and Certificate of Analysis (CoA). Researchers requiring higher purity grades or custom pack sizes should contact Aladdin's technical sales team.

To place an order, navigate to the product page using SKU E179450, select the desired quantity, and proceed through the standard checkout. Volume pricing and institutional purchase orders are supported. For questions about purity documentation, analytical data (NMR, HPLC, MS), or regulatory compliance certificates, please contact customer support.