What Is Methyl 3-Amino-6-Methoxy-Pyridine-2-Carboxylate?

Methyl 3-amino-6-methoxy-pyridine-2-carboxylate (SKU: M635235) is a substituted pyridine derivative carrying three key substituents on the aromatic ring: a primary amino group at the 3-position, a methoxy group at the 6-position, and a methyl ester at the 2-position. This combination of electron-donating and reactive functional groups makes the compound a highly sought-after building block in medicinal chemistry.

The free amine provides a handle for acylation, reductive amination, condensation, and cyclization reactions, while the methyl ester can be hydrolyzed to the carboxylic acid or converted to amides, aldehydes, and alcohols. The methoxy group modulates the electron density of the ring and influences the compound's physicochemical properties, such as lipophilicity and metabolic stability when incorporated into drug candidates.

How Should Methyl 3-Amino-6-Methoxy-Pyridine-2-Carboxylate Be Stored and Handled?

General best practices for handling aminopyridine ester reagents apply to this compound. Store in a cool, dry, well-ventilated location, away from heat sources, strong oxidizers, and strong acids. The primary amine can be sensitive to oxidation over time; therefore, storing under an inert atmosphere (nitrogen or argon) and keeping the container tightly sealed is recommended to preserve reagent integrity.

Use appropriate personal protective equipment (PPE), including gloves, safety glasses, and a laboratory coat, when handling this material. Consult the Safety Data Sheet (SDS) supplied with product M635235 for specific hazard classifications, first-aid measures, and disposal guidance before use.

Note: Specific melting point, boiling point, and detailed hazard data are listed on the official product page and SDS for M635235. Always refer to the most current SDS prior to use.

What Are the Typical Synthetic Applications?

Methyl 3-amino-6-methoxy-pyridine-2-carboxylate serves as a versatile intermediate in the preparation of more complex heterocyclic scaffolds. The adjacent amine and ester groups at the 2- and 3-positions are geometrically disposed for intramolecular cyclization, enabling the synthesis of fused bicyclic systems such as pyrido-fused lactams, imidazo-pyridines, and oxazolo-pyridines — all of which are privileged structures in drug discovery programs.

In coupling chemistry, the amine can react with acid chlorides, anhydrides, isocyanates, and sulfonyl chlorides to introduce pharmacophoric diversity. The methyl ester is amenable to standard saponification (LiOH or NaOH in aqueous THF/MeOH), followed by peptide coupling or Curtius rearrangement. The methoxy group can, under specific conditions, serve as a leaving group or a site for further functionalization, expanding the synthetic utility of this scaffold.

Purity, Quality, and Ordering Information

Aladdin Scientific offers methyl 3-amino-6-methoxy-pyridine-2-carboxylate under SKU M635235. For confirmed purity specifications, lot-specific certificates of analysis (CoA), and current stock availability, please visit the product page on the Aladdin Scientific website or contact our technical support team directly.

When placing an order, reference SKU M635235 to ensure accurate fulfillment. Bulk quantities and custom packaging may be available upon request — contact Aladdin Scientific sales for a quotation. Our reagents undergo quality control procedures to support reproducible research outcomes; specific analytical data (e.g., HPLC purity, NMR confirmation) are documented in the CoA available for each lot.