Ethyl 5-bromopyridine-3-carboxylate

Ethyl 5-bromopyridine-3-carboxylate, which is ethyl 5-bromopyridine-3-carboxylate, is an organic compound with unique chemical properties.
Looking at its structure, it contains a pyridine ring, a bromine atom and an ethyl carboxylate. Pyridine rings are aromatic and weakly basic. Because nitrogen atoms have no shared electron pairs, they can bind to protons. In chemical reactions, pyridine rings can undergo electrophilic substitution reactions, and nitrogen atoms can affect the reaction check point and activity.
Bromine atoms are active substituents and are prone to nucleophilic substitution reactions. In the case of nucleophiles, bromine atoms can be replaced to form new organic compounds. For example, when reacting with sodium alcohol, bromine atoms can be replaced by alkoxy groups to form ether compounds; when reacting with amines, nitrogen-containing derivatives can be formed.
Carboxylic acid ethyl ester groups also have many reactive activities. Hydrolysis can occur. Under acidic or basic conditions, ester groups are broken to form 5-bromopyridine-3-carboxylic acid and ethanol, respectively. Basic hydrolysis is more thorough, resulting in carboxylic salts, which can be obtained by acidification. At the same time, the ester group can participate in ester exchange reactions. Under the action of catalysts, alkoxy groups are exchanged with other alcohols to form new esters.
Ethyl 5-bromopyridine-3-carboxylate is widely used in the field of organic synthesis due to these chemical properties. It can be used as a key intermediate to prepare various compounds containing pyridine structures such as drugs, pesticides and functional materials.

The common methods for the synthesis of Ethyl 5-bromopyridine-3-carboxylate are as follows.
First, 5-bromoniacin is used as the starting material. First, 5-bromoniacin and ethanol are heated to carry out esterification in the presence of dehydrating agents such as concentrated sulfuric acid. In this reaction, concentrated sulfuric acid not only acts as a catalyst, but also promotes the reaction to move in the direction of ester formation. The reaction mechanism is that the carboxyl group of the acid and the hydroxyl group of the alcohol are dehydrated and condensed under the action of the acid and the alcohol under the catalyst. In the specific operation, 5-bromo nicotinic acid is mixed with excess ethanol in the reaction vessel, concentrated sulfuric acid is slowly added, and when the reflux number is heated at controlled temperature, the reaction is completed, and the product is obtained by cooling, neutralization, extraction, distillation and other steps.
Second, suitable pyridine derivatives can be used. For example, select a pyridine compound with a suitable substituent, introduce a bromine atom at the 5-position through a halogenation reaction, and then introduce a carboxyl group through a carboxylation reaction, and finally esterify it with ethanol. The halogenation step is often carried out with halogenating reagents such as bromine under appropriate catalysts and reaction conditions. The carboxylation reaction selects suitable reagents and conditions according to the specific situation, such as the use of carbon dioxide, and introduces a carboxyl group under the action of The final esterification step is similar to the above method using 5-bromo niacin as raw material, and Ethyl 5-bromopyridine-3-carboxylate can be obtained after a series of post-treatment operations.
Third, a multi-step synthesis strategy containing pyridine rings. Pyridine rings are constructed from simple raw materials through multi-step reactions, and bromine atoms and carboxyl ethyl ester groups are ingeniously introduced in the construction process. Although this strategy is complicated, the position and type of substituents on the pyridine ring can be precisely controlled according to the needs. For example, the pyridine ring precursor is formed by cyclization of suitable nitrogen-containing and carbon-containing raw materials under specific reaction conditions, followed by the gradual introduction of bromine and carboxyethyl ester groups through functional group conversion, substitution reaction, etc. Each step of the reaction requires precise control of the reaction conditions and reagent dosage, and the target product is obtained through multi-step reaction and meticulous post-treatment.

Ethyl-5-bromopyridine-3-carboxylic acid esters have crucial applications in the fields of medicinal chemistry and organic synthesis.
In the field of medicinal chemistry, they are often the key intermediates for the creation of new drugs. The structure of Gainpyridine and carboxylic acid esters endows the molecule with unique chemical and biological properties. For example, the nitrogen atom of the pyridine ring can participate in the formation of hydrogen bonds to enhance the interaction with biological targets; while the bromine atom can introduce other functional groups through reactions such as nucleophilic substitution, thereby optimizing the activity, selectivity and pharmacokinetic properties of drug molecules. It can be seen in the synthesis pathways of many antibacterial, anti-inflammatory and anti-tumor drugs. Chemists can skillfully modify the structure of this compound according to the needs of the target drug to make it fit the requirements of specific biological targets.
In the field of organic synthesis, ethyl-5-bromopyridine-3-carboxylate is also an important building block. Because it contains active bromine atoms and ester groups, it can initiate a variety of chemical reactions. For example, bromine atoms can undergo palladium-catalyzed coupling reactions, such as Suzuki coupling, Heck coupling, etc., to form carbon-carbon bonds, connect pyridine rings with other aryl groups, alkenyl groups, etc., expand the conjugation system of molecules, and change their physical and chemical properties. Ester groups can also be converted into other carboxylic acid derivatives through hydrolysis, alcoholysis, aminolysis and other reactions, enriching the variety of compounds. This compound is also often used to construct complex heterocyclic systems, synthesize organic molecules with special structures and functions through multi-step reactions, and is widely used in materials science, total synthesis of natural products and other fields.

Ethyl 5-bromopyridine-3-carboxylate, that is, ethyl 5-bromopyridine-3-carboxylate, its market price fluctuates due to many factors, making it difficult to give an exact value.
This compound is widely used in the chemical and pharmaceutical fields. It is often used as an intermediate in the chemical industry to synthesize complex organic compounds; in pharmaceutical research and development, it is a key starting material for the creation of new drugs.
Its price is determined by the cost of raw materials. If the supply of raw materials required for the preparation of this substance is tight and the production cost is high, the price of the product will rise. Like bromine, if its market supply is in short supply and the price rises, the cost of ethyl 5-bromopyridine-3-carboxylate will also increase.
The complexity of the production process also affects the price. If the preparation process requires multiple steps, harsh reaction conditions or high-purity raw materials, the production cost will increase and the selling price will increase. If it needs to be reacted under special conditions of low temperature and high pressure, the equipment input and energy consumption will increase, and the price will be affected.
The relationship between market supply and demand is an important factor. The pharmaceutical industry has a large increase in demand for drugs containing this structure, and the supply is in short supply, and the price will increase; on the contrary, the demand is less and the supply is more, and the price will decrease.
In addition, the price High purity is used in pharmaceutical R & D and production, with strict requirements, high preparation costs, and much higher prices than ordinary purity products used in general chemical synthesis.
In summary, the market price of 5-bromopyridine-3-carboxylate ethyl ester has no fixed value, and it needs to be judged by factors such as raw materials, processes, supply and demand, and purity. When purchasing, it is recommended to consult suppliers from multiple parties to understand market conditions in order to obtain a reasonable price.

Ethyl 5 - bromopyridine - 3 - carboxylate is an organic compound. During storage and transportation, there are several important items to pay attention to.
First, the temperature and humidity of storage are crucial. This substance should be stored in a cool, dry place, away from high temperature and humidity. High temperature can easily cause its chemical properties to change and accelerate deterioration; humid environment or cause reactions such as hydrolysis, which can damage its quality. For example, if placed in a hot flush place, or seen in the interaction with water vapor, the carboxyl group or ester group will be hydrolyzed.
Second, preservation in the dark is also key. Many organic compounds are sensitive to light. Ethyl 5-bromopyridine-3-carboxylate may cause photochemical reactions due to light, resulting in structural changes. If light can promote the free group reaction of its bromine atoms, resulting in impure products.
Third, it should be separated from oxidants, reducing agents, acids, bases, etc. during storage. Because of its ester group and pyridine ring structure, it will react with acid-base or ester hydrolysis and protonation of pyridine ring. In case of oxidants or reducing agents, or cause oxidation and reduction reactions, the original structure will be damaged.
Fourth, during transportation, be sure to ensure that the packaging is intact. Choose strong, airtight packaging materials to prevent leakage. If the transportation vehicle is bumpy and the packaging is damaged and leaks, it will not only be wasted, but also pollute the environment and pose a threat to human health. Due to the toxicity and irritation of organic compounds.
Fifth, the transportation temperature should also be controlled. Follow relevant regulations, maintain a suitable temperature range, and avoid extreme temperatures. Extreme low temperatures or cause them to solidify, affecting access; extreme high temperatures increase risks, such as volatilization, decomposition, etc.