4 Boc Amino 2 Bromopyridine
pyridine pyrrole pyrazine piperidine piperazine

4-(Boc-amino)-2-bromopyridine

    Specifications

    HS Code

    552644

    Chemical Formula C10H11BrN2O2
    Molecular Weight 271.11
    Appearance Solid (likely white to off - white)
    Solubility In Water Low solubility, likely insoluble
    Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane, chloroform
    Stability Stable under normal conditions, but may react with strong oxidizing agents

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    Frequently Asked Questions

    As a leading 4-(Boc-amino)-2-bromopyridine supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.

    What are the main uses of 4- (Boc-amino) -2-bromopyridine?
    4 - (Boc-amino) -2 - bromopyridine is an important compound in organic synthesis. Its main use is in the field of medicinal chemistry. In the process of drug development, it is often used as a key intermediate to prepare drug molecules with specific biological activities. Covering the bromine atom and Boc-protected amino group in its structure, different functional groups can be introduced through various chemical reactions, and then complex and bioactive molecular structures can be constructed.
    In the field of organic synthesis chemistry, it is also an important building block for the construction of compounds containing pyridine structure. Pyridine rings are common in many natural products and functional materials. With this compound, nucleophilic substitution, metal catalytic coupling and other reactions can be used to expand the surrounding structure of pyridine rings and create new compounds, providing a new material basis for materials science research.
    Furthermore, in the field of pesticide chemistry, it may be used as a lead compound for structural modification and optimization. By changing its substituents, new pesticides with high efficiency and low toxicity may be developed to meet the needs of pest control in agricultural production.
    In conclusion, 4 - (Boc - amino) -2 - bromopyridine has significant uses in many fields such as medicine, organic synthesis and pesticides due to its unique structure, providing a key material foundation and innovation possibility for chemical research and related industry development.
    What are the synthesis methods of 4- (Boc-amino) -2-bromopyridine
    4 - (Boc-amino) -2 - bromopyridine is an important intermediate in organic synthesis. The common synthesis methods are as follows:
    First, 2 - bromopyridine - 4 - amine is used as the starting material. First, 2 - bromopyridine - 4 - amine and di-tert-butyl dicarbonate (Boc -2 O) are reacted in a suitable solvent, such as dichloromethane (DCM) or tetrahydrofuran (THF), and an organic base, such as triethylamine (Et-N) or N, N - diisopropylethylamine (DIPEA), is added at low temperature to room temperature. During this reaction, the tert-butoxycarbonyl group of di-tert-butyl dicarbonate reacts with the amino group of 2-bromopyridine-4-amine to form 4 - (Boc-amino) -2 - bromopyridine. The chemical reaction formula can be abbreviated as: 2 - bromopyridine-4 - amine + Boc-O + Et-N → 4 - (Boc-amino) -2 - bromopyridine + by-products (such as di-tert-butyl carbonate, etc.). This method is relatively convenient to operate and the starting materials are relatively easy to obtain.
    Second, it can be started from pyridine derivatives. The pyridine ring is first brominated, and the bromine atom is selectively introduced at the 2nd position, and then the amino group is introduced at the 4th position and Boc protection is carried out. For example, pyridine is first used as a raw material, and the 2-bromopyridine is brominated at the 2nd position by a suitable bromination reagent, such as N-bromosuccinimide (NBS), in the presence of light or initiator, to obtain 2-bromopyridine. Then the amino group is introduced at the 4th position through nitration, reduction and other steps, and finally reacted with di-tert-butyl dicarbonate to achieve Boc protection. Although this route has many steps, it requires high control of reaction conditions and intermediates, which can realize the gradual modification of different positions of the pyridine ring, which is conducive to the improvement of product purity and precise regulation of structure.
    Third, a transition metal-catalyzed coupling reaction strategy can also be used. Using a pyridine derivative containing a suitable substituent as a substrate, a palladium-catalyzed or copper-catalyzed coupling reaction is carried out, and a bromine atom and a Boc-protected amino group are introduced at the same time. For example, in the presence of 4- (Boc-amino) pyridine-2-boronic acid and a brominating reagent in a palladium catalyst such as tetra- (triphenylphosphine) palladium (Pd (PPh 😉)), Suzuki coupling reaction occurs under basic conditions to generate the target product 4- (Boc-amino) -2 -bromopyridine. This method relies on the high-efficiency catalytic activity of transition metal catalysts, which can realize the efficient construction of complex structure pyridine derivatives. However, the cost of catalysts is high, and post-reaction treatment may require fine operation to remove metal residues.
    All synthesis methods have their own advantages and disadvantages. In actual synthesis, the most suitable synthesis path should be selected according to factors such as raw material availability, cost, and product purity requirements.
    What are the physical properties of 4- (Boc-amino) -2-bromopyridine?
    4- (Boc-amino) -2 -bromopyridine is an important compound in the field of organic chemistry. Its physical properties are particularly critical, and it is related to many chemical processes and practical applications.
    Looking at its properties, under normal conditions, 4- (Boc-amino) -2 -bromopyridine is mostly in a white to quasi-white solid state. This form is easy to store and use, and in many reaction systems, the solid form is helpful for precise measurement and reaction control. Its melting point is also a significant physical property. It has been experimentally determined to be in a specific temperature range. This melting point characteristic can help chemists to purify and identify the compound by means of melting point determination to confirm its purity and structure.
    In terms of solubility, 4- (Boc-amino) -2 -bromopyridine exhibits a specific solubility behavior in common organic solvents. In halogenated hydrocarbon solvents such as dichloromethane and chloroform, it has good solubility and can be uniformly dispersed to form a solution. This property makes it possible for the compound to fully participate in the reaction in the chemical reaction with halogenated hydrocarbons as the reaction medium, effectively contacting and colliding with other reactants, and promoting the smooth progress of the reaction. In water, its solubility is poor, which is closely related to the properties of the functional groups contained in the molecular structure of the compound. The hydrophobicity of Boc-amino acid and bromopyridine groups makes it difficult to dissolve in the aqueous phase system with strong polarity.
    In addition, the stability of 4 - (Boc-amino) -2 - bromopyridine cannot be ignored. Under normal environmental conditions, the compound can maintain a relatively stable chemical structure without special chemical action or external stimuli. However, under extreme conditions such as high temperature, strong acid, and strong base, the Boc protecting group or bromine atom in its structure may undergo corresponding chemical changes, causing changes in the structure of the compound, which in turn affect its chemical properties and application efficiency. When chemists use this compound to design a synthetic route or conduct related experiments, they must carefully consider its stability and choose suitable reaction conditions to ensure that the reaction proceeds in the expected direction.
    Is 4- (Boc-amino) -2-bromopyridine chemically stable?
    4 - (Boc-amino) -2 - bromopyridine is one of the organic compounds. The stability of its chemical properties is related to various factors.
    In terms of its structure, the Boc-amino (tert-butoxycarbonyl amino) part has a certain steric hindrance effect. Tert-butoxycarbonyl can provide protection for the amino group from unnecessary side reactions under specific reaction conditions, which is beneficial for maintaining the overall stability of the molecule. When it is in a mild environment, such as room temperature, room pressure and no special reagents, the part can remain relatively stable. The bromine atom at the
    2 - position, although it is a halogen atom, has certain reactivity. However, in the absence of nucleophiles, strong bases and other conditions that can promote their substitution or elimination reactions, it can also maintain a certain stability. However, in the case of nucleophiles, such as alkoxides, amines, etc., bromine atoms are easily replaced by nucleophiles, thereby changing the molecular structure.
    Furthermore, the existence of pyridine rings imparts certain aromaticity to molecules. Aromatic systems usually have high stability, and the conjugation effect can disperse electron clouds and reduce the energy of molecules. This pyridine ring is relatively stable under normal conditions and is not prone to violent reactions such as ring opening.
    However, it should be noted that under extreme conditions such as high temperature, strong acid, strong base or strong oxidation and strong reduction, the stability of 4- (Boc-amino) -2 -bromopyridine will be challenged. Under strong acid conditions, tert-butoxycarbonyl is easily removed; bromine atoms are prone to react under the action of strong bases or strong nucleophiles; pyridine rings may also be destroyed under strong oxidation or strong reduction conditions.
    In summary, 4- (Boc-amino) -2-bromopyridine is relatively stable under normal and mild conditions, but in certain extreme or special reagent environments, its stability will change, and the structure may also change.
    What is the price range of 4- (Boc-amino) -2-bromopyridine in the market?
    4 - (Boc-amino) -2 - bromopyridine is a commonly used reagent in organic synthesis. However, it is difficult to determine the market price range, because the price is often affected by many factors.
    First, the manufacturers are different, the process and cost are different, resulting in different prices. Large manufacturers have obvious scale effects, the cost is controllable, and the price may be more competitive; small manufacturers may have different prices due to factors such as technology and output.
    Second, the purchase quantity is also the key. If you buy in bulk, due to large quantities, the manufacturer may give discounts, and the unit price will be reduced; if you buy in small quantities, the unit price will be very high.
    Third, the market supply and demand relationship has a great impact. When demand is strong and supply is tight, prices tend to rise; if supply exceeds demand, prices may fall.
    Fourth, fluctuations in the price of raw materials are also affected. If the price of raw materials for synthesizing this reagent fluctuates, the price of finished products will also change.
    According to past market conditions, the price of small packages (such as a few grams) may range from tens to hundreds of yuan per gram; if it is a large batch (such as kilograms), the price per kilogram may range from several thousand yuan. However, this is only a rough guess. The current exact price needs to be consulted in detail with each reagent supplier to obtain a more accurate price range.