5 Ethoxycarbonyl Pyridine 3 Carboxylic Acid
pyridine pyrrole pyrazine piperidine piperazine

5-(ethoxycarbonyl)pyridine-3-carboxylic acid

    Specifications

    HS Code

    602197

    Name 5-(ethoxycarbonyl)pyridine-3-carboxylic acid
    Chemical Formula C9H9NO4
    Molar Mass 195.17 g/mol
    Appearance Solid (predicted, details may vary)
    Physical State At Room Temp Solid
    Solubility In Water Low (due to non - polar pyridine and ester groups, exact value depends on conditions)
    Boiling Point Decomposes or high (predicted, no common reported value)
    Acidity Pka The carboxylic acid group has pKa around 4 - 5 (approx., pyridine N can influence)
    Purity Varies depending on source and production method
    Odor Odorless or faint (predicted, no common reports)

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    Frequently Asked Questions

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    What are the chemical properties of 5- (ethoxycarbonyl) pyridine-3-carboxylic acid
    5- (ethoxycarbonyl) pyridine-3-carboxylic acid, an organic compound whose molecule contains a pyridine ring, and is connected to ethoxycarbonyl at the 5th position and carboxyl at the 3rd position of the pyridine ring.
    In terms of its physical properties, it is mostly solid at room temperature due to the interaction of hydrogen bonds and van der Waals forces between molecules. Because both carboxyl and ethoxycarbonyl have a certain polarity, the compound may have a certain solubility in polar solvents (such as water, alcohols, etc.), but the non-polar part of ethoxycarbonyl makes its solubility in water not very high.
    As for chemical properties, the acidity of the carboxyl group allows it to neutralize with bases to form corresponding carboxylic salts and water. If reacted with sodium hydroxide, 5- (ethoxycarbonyl) pyridine-3-carboxylate sodium and water are obtained. This carboxyl group can also be esterified with alcohols under acid catalysis to form new ester compounds. Ethoxycarbonyl, as an ester group, can be hydrolyzed under acid or base catalysis. Under acidic conditions, hydrolysis produces carboxylic acids and alcohols; under basic conditions, hydrolysis produces carboxylic salts and alcohols. The pyridine ring can undergo electrophilic substitution reaction due to its aromaticity, and because the ring is connected with an electron-withdrawing carboxyl group and an ethoxycarbonyl group, the electron cloud density of the pyridine ring decreases, and the electrophilic substitution reaction activity is slightly lower than that of pyridine, and the substitution reaction mostly occurs in the position of relatively high electron cloud density. In addition, the interaction between different functional groups in the molecule of the compound also plays a role in its reactivity and selectivity.
    What are the preparation methods of 5- (ethoxycarbonyl) pyridine-3-carboxylic acid
    The preparation method of 5- (ethoxycarbonyl) pyridine-3-carboxylic acid is commonly used in the following ways.
    First, pyridine-3,5-dicarboxylic acid is used as the starting material. First take an appropriate amount of pyridine-3,5-dicarboxylic acid and place it in a reaction vessel. Anhydrous ethanol is added to it, and then an appropriate amount of concentrated sulfuric acid is slowly added dropwise as a catalyst. At a suitable temperature, such as heating to a reflux state, the esterification reaction is carried out. During this process, one of the carboxyl groups of pyridine-3,5-dicarboxylic acid is esterified with ethanol to generate 5- (ethoxycarbonyl) pyridine-3-carboxylic acid. After the reaction is completed, the reaction solution is cooled and then post-processed. The excess sulfuric acid can be neutralized in a saturated sodium bicarbonate solution, and the liquid can be separated. The organic phase is dried with anhydrous sodium sulfate, the desiccant is filtered off, and the solvent such as ethanol is removed by reduced pressure distillation to obtain the crude product. The crude product is further purified by recrystallization and other methods to obtain pure 5- (ethoxycarbonyl) pyridine-3-carboxylic acid.
    Second, 3-cyanopyridine is used as the starting material. 3-cyanopyridine is put into the reactor, and ethanol and an appropriate amount of alkali, such as potassium hydroxide, are added. Under a certain temperature and pressure, the base catalyzes the hydrolysis and esterification of 3-cyanopyridine. Cyanyl is first hydrolyzed to a carboxyl group, and then esterified with ethanol to form 5- (ethoxycarbonyl) py After the reaction is completed, the reaction solution is neutralized to neutral with acid, and then extraction, distillation and other operations are carried out to separate and purify the product.
    Third, suitable halogenated pyridine derivatives are used as raw materials. If a pyridine derivative containing a suitable halogen atom and in the right position is selected, it is reacted with an ethoxy carbonylation reagent, such as diethyl carbonate, in an organic solvent in the presence of a metal catalyst, such as a palladium catalyst and a ligand. The reaction conditions need to be precisely controlled, including temperature, reaction time, etc. After the reaction is completed, the target product 5- (ethoxycarbonyl) pyridine-3-carboxylic acid can also be obtained through separation and purification steps.
    Where is 5- (ethoxycarbonyl) pyridine-3-carboxylic acid used?
    5- (ethoxycarbonyl) pyridine-3-carboxylic acid, this compound is useful in many fields. In the field of pharmaceutical research and development, it is often the key raw material for the creation of new drugs. The special structure of the pyridine ring and carboxyl and ethoxycarbonyl groups endows it with unique chemical and biological activities. Pharmaceutical craftsmen can synthesize compounds with specific pharmacological effects by modifying their structures, or can act on specific targets to treat diseases such as inflammation and tumors.
    In the field of materials science, 5- (ethoxycarbonyl) pyridine-3-carboxylic acid has also emerged. It can be introduced into polymer materials through specific reactions to improve the properties of materials. Such as enhancing the stability and solubility of materials, and even endowing materials with special optical and electrical properties, providing assistance for the preparation of high-performance functional materials.
    In the field of organic synthesis chemistry, this compound is an extremely important intermediate. Chemists use it as a starting material to construct organic compounds with more complex and diverse structures through various organic reactions, such as esterification, amidation, nucleophilic substitution, etc. The different substitution check points on its pyridine ring provide the possibility for the diversity of reactions, helping to synthesize organic molecules with unique structures and functions, and promoting the progress of organic synthesis chemistry.
    5- (ethoxycarbonyl) pyridine-3-carboxylic acid market prospects
    5 - (ethoxycarbonyl) pyridine-3 -carboxylic acid, this substance is in the market, and the prospect is quite promising. In the field of Guanfu Chemical Industry, the demand for fine chemicals is growing day by day, and such nitrogen-containing heterocyclic carboxylic acid compounds have a wide range of uses and are indispensable in various fields such as drug synthesis and material preparation.
    In the process of drug synthesis, due to its unique chemical structure, it can be used as a key intermediate to help create new drugs. In today's pharmaceutical industry, the search for anti-disease drugs has never stopped, and there is a strong demand for compounds with special structures and activities. This 5- (ethoxycarbonyl) pyridine-3-carboxylic acid may emerge in the process of cardiovascular, anti-tumor and other drug research and development, and contribute to human health and well-being. Therefore, the vigorous development of the field of pharmaceutical research and development has paved the way for a broad market.
    As for the field of material preparation, with the advancement of science and technology, the demand for high-performance materials has surged. The nitrogen-containing heterocyclic structure can endow materials with specific properties, such as improving the thermal stability and mechanical properties of materials. Therefore, in the manufacture of plastics, fibers, coatings and other materials, 5- (ethoxycarbonyl) pyridine-3-carboxylic acids may be used as modifiers or synthetic raw materials, and the market potential is limitless.
    Furthermore, the global chemical industry continues to evolve, and the concept of green chemistry has taken root in the hearts of the people. If the synthesis process of this compound can meet the requirements of green environmental protection and be produced in a sustainable manner, it will be able to conform to the market trend and win the favor of many manufacturers and consumers. In summary, 5- (ethoxycarbonyl) pyridine-3-carboxylic acid is like a pearl in the market, with a bright future. It is expected to shine in various related fields and become a new driving force for the development of the chemical industry.
    What are the physical properties of 5- (ethoxycarbonyl) pyridine-3-carboxylic acid?
    5- (ethoxycarbonyl) pyridine-3-carboxylic acid, this is an organic compound. Looking at its molecular structure, it contains a pyridine ring, and is connected to ethoxycarbonyl at the 5th position and carboxyl at the 3rd position of the pyridine ring. Its physical properties are unique, let me tell you one by one.
    When it comes to appearance, it is mostly white to light yellow crystalline powder under normal conditions. In this state, it is caused by the orderly arrangement of intermolecular forces. The fineness of the powder is related to molecular accumulation and crystallization habits.
    It is related to the melting point and is usually in a specific temperature range. There are hydrogen bonds, van der Waals forces and other interactions between the molecules of this compound. When heated, it needs to absorb energy to break these interactions before it can change from solid to liquid. The exact value of its melting point can be accurately determined by experiments such as thermal analysis.
    In terms of solubility, it has a certain solubility in organic solvents such as ethanol and acetone. Due to the fact that there are both polar carboxyl groups and pyridine rings in its molecules, as well as relatively non-polar ethoxycarbonyl groups. According to the principle of similar miscibility, some organic solvents can form appropriate interactions with molecules to help them dissolve. However, in water, due to the strong overall hydrophobicity, the solubility is not good.
    In addition, its stability is also an important physical property. Under normal conditions, the structure is relatively stable without the influence of special chemical reagents or severe environmental factors. However, under extreme conditions such as high temperature, strong acid, and strong base, the chemical bonds in the molecules may be destroyed, causing chemical changes.
    The physical properties of 5- (ethoxycarbonyl) pyridine-3-carboxylic acids are determined by their molecular structures, which are crucial for their applications in organic synthesis, drug development, and other fields.