Dimethyl 4-methoxy-2,6-Pyridinedicarboxylate

Inquiry

Cat Number

INT19872936

CAS Number

19872-93-6

If you have any other questions, please contact our experts.

Product Detail Description Customer Q&A

CAS Number

19872-93-6

Synonyms

2,6-Dimethyl4-methoxypyridine-2,6-dicarboxylate;Dimethyl4-methoxypyridine-2,6-dicarboxylate;2,6-PyridChemicalbookinedicarboxylicacid,4-methoxy-,2,6-dimethylester;4-Methoxy-pyridine-2,6-dicarboxylicaciddimethylester

Molecular Formula

C10H11NO5

Molecular Weight

225.2

Melting Point

223℃

Boiling Point

360.9℃

Relative Density

1.23

pKa

0.29

General Description

Dimethyl 4-methoxy-2,6-pyridinedicarboxylate is a dimethyl ester of a pyridine-2,6-dicarboxylic acid featuring a methoxy substituent at the C-4 position. The C-2 and C-6 carboxylic ester groups are positioned symmetrically around the nitrogen-containing pyridine ring, creating a chelating 2,6-dicarboxylate motif that strongly coordinates to metal ions. The 4-methoxy group activates the ring for nucleophilic substitution at the adjacent C-3 and C-5 positions.

Mechanism of Action

Dimethyl 4-methoxy-2,6-pyridinedicarboxylate serves as a versatile pyridine-building block and metal-chelating scaffold. The 2,6-dicarboxylate motif forms stable complexes with lanthanides, transition metals, and main group elements. The ester groups can be hydrolyzed or transesterified, and the pyridine nitrogen can be quaternized. The 4-methoxy group undergoes ipso substitution with nucleophiles such as alkoxides and amines under appropriate conditions.

Application

Dimethyl 4-methoxy-2,6-pyridinedicarboxylate is used in the synthesis of chelating agents, radiopharmaceutical intermediates, and heterocyclic drug scaffolds. The 2,6-dicarboxylate pyridine motif is found in clinical chelating agents and is used in the synthesis of pyridine-based HER2 inhibitors (such as lapatinib). It is also used as a precursor for functional materials including OLED dopants and nonlinear optical materials.

What is the recommended storage condition for Dimethyl 4-methoxy-2,6-Pyridinedicarboxylate?

It should be stored at controlled room temperature in a well-sealed container, protected from moisture and direct light, to maintain its chemical integrity throughout the shelf life.

Can we obtain batch-specific analytical data for Dimethyl 4-methoxy-2,6-Pyridinedicarboxylate?

Batch-specific COA documents are standard with every shipment. Additional analytical reports, including HPLC chromatograms or spectral data, may be provided upon request.

Can Dimethyl 4-methoxy-2,6-Pyridinedicarboxylate be provided with custom specifications for synthetic applications?

Custom specifications including adjusted particle size, solvent residue limits, or additional purity testing can be arranged for qualified customers with defined requirements.

What is the primary synthetic application of Dimethyl 4-methoxy-2,6-Pyridinedicarboxylate?

It is widely used as a key building block or intermediate in multi-step pharmaceutical synthesis workflows, providing versatile reactivity for constructing target molecular architectures.

Does your company offer custom packaging for Dimethyl 4-methoxy-2,6-Pyridinedicarboxylate?

Yes, custom pack sizes are available. Specific quantity requirements can be discussed directly with our team to align with your production or research scale.