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What is the chemical structure of tert-butyl 2-bromo-6,7-dihydrothieno [3,2-c] pyridine-5 (4H) -carboxylate?
Eh! This is an organic chemical substance, tert-butyl 2-bromo-6,7-dihydrothieno [3,2-c] pyridine-5 (4H) -carboxylate. To know its chemical structure, it is necessary to analyze it according to the name.
"tert-butyl", tert-butyl is also an organic group with a structure of -C (CH
, with specific spatial arrangement and chemical properties.
"2-bromo", showing that the bromine atom is connected to the second position of the main structure. Bromine atoms are halogen elements, which have strong electronegativity and affect the reactivity of molecules.
"6,7-dihydrothieno [3,2-c] pyridine", which is a fused heterocyclic structure. Where "thieno" is a thiophene ring, and "pyridine" is a pyridine ring, the two fused to form a specific heterocyclic system. Table 6, 7-dihydro "shows the dihydrogen form, that is, the carbon atoms of this two position are connected to one hydrogen atom each, and the original double bond becomes a single bond, resulting in a different electron cloud distribution and reactivity of the ring.
" 5 (4H) -carboxylate ", indicating that there are derivatives of carboxyl groups connected at the 5th position, or groups obtained by derivatization of carboxyl groups such as ester groups, which endow the molecule with specific chemical activities and solubility properties.
In summary, the structure of this compound is composed of tert-butyl, bromine atom, specific fused heterocyclic ring and 5-position carboxyl derivative, and the interaction of each part determines its unique chemical properties and reaction behavior.
What are the main uses of tert-butyl 2-bromo-6,7-dihydrothieno [3,2-c] pyridine-5 (4H) -carboxylate?
Tert-butyl 2-bromo-6,7-dihydrothieno [3,2-c] pyridine-5 (4H) -carboxylate, Chinese name or 2-bromo-6,7-dihydrothiopheno [3,2-c] pyridine-5 (4H) -tert-butyl formate. This substance is widely used in the field of medicinal chemistry and is often used as a key intermediate to create new drugs. Due to its unique chemical structure, it can participate in various chemical reactions and help build complex active molecular structures.
In the process of drug development, its structural modification and modification can be used to explore and optimize drug activity, selectivity and pharmacokinetic properties. For example, when developing innovative drugs for specific diseases such as tumors and neurological diseases, the compound can provide a key starting point for the discovery and optimization of lead compounds, and fine-tune the structure by chemical synthesis, hoping to obtain drugs with better efficacy and fewer side effects.
In the field of organic synthesis chemistry, it is an important building block for the synthesis of complex heterocyclic compounds. With the structure of thiophenopyridine and the activity of bromine atom and tert-butoxycarbonyl, it can be spliced with other organic molecules through classic organic reactions such as nucleophilic substitution and coupling reaction to expand the molecular framework, laying the foundation for the synthesis of organic materials with special functions and structures, and may be used in the preparation of new optoelectronic materials in the field of materials science.
In addition, in the academic field of chemistry research, as a compound with a specific structure and reactivity, it provides an ideal model substrate for studying organic reaction mechanisms and exploring new synthesis methods. Researchers can use the study of its participation in chemical reactions to gain in-depth insight into reaction mechanisms, develop more efficient and green organic synthesis strategies, and promote the development of organic chemistry.
What are the synthesis methods of tert-butyl 2-bromo-6,7-dihydrothieno [3,2-c] pyridine-5 (4H) -carboxylate?
The synthesis of tert-butyl 2-bromo-6,7-dihydrothiopheno [3,2-c] pyridine-5 (4H) -carboxylic acid esters is the most important method in the field of organic synthesis. There are probably three methods.
First, start with thiophenopyridine compounds. First, take thiophenopyridine with a suitable substituent, in a suitable solvent, such as dichloromethane or N, N-dimethylformamide, and use a base as a catalyst, such as potassium carbonate or sodium hydride, to heat with tert-butyl bromoacetate. This reaction undergoes nucleophilic substitution, and the activity check point of thiophenopyridine is connected to tert-butyl bromoacetate to form tert-butyl 2-bromo-6,7-dihydrothiopheno [3,2-c] pyridine-5 (4H) -carboxylate.
Second, start from the construction of thiophenopyridine ring. Sulfur-containing compounds and pyridine derivatives are used as raw materials and cyclized under specific conditions. For example, 2-bromo-3-enylpyridine and sulfur source are cyclized to form thiophenopyridine ring under high temperature and specific solvent under the catalysis of metal catalysts such as palladium or nickel. Subsequently, the tert-butyl carboxyl group is introduced, and the target product is obtained by the reaction of acid chloride or acid anhydride with alcohol, under the catalysis of appropriate bases.
Third, with the help of heterocyclic synthesis strategy. The heterocyclic ring containing bromine and carboxyl precursors is transformed and cyclized by functional groups. For example, with specific halogenated pyridine and sulfur and carboxyl precursors, under the catalysis of bases, intramolecular cyclization and subsequent modification, tert-butyl is introduced, which can also achieve the purpose of synthesis.
All synthesis methods have their own advantages and disadvantages. It is necessary to weigh the availability of raw materials, the difficulty of reaction conditions and the purity of the product. Only by choosing the best one can tert-butyl 2-bromo-6,7-dihydrothiopheno [3,2-c] pyridine-5 (4H) -carboxylate be efficiently obtained.
What are the physicochemical properties of tert-butyl 2-bromo-6,7-dihydrothieno [3,2-c] pyridine-5 (4H) -carboxylate?
Tert-butyl 2-bromo-6,7-dihydrothiopheno [3,2-c] pyridine-5 (4H) -carboxylic acid ester is an important intermediate in organic synthesis and is widely used in the fields of medicine and pesticides. Its physical and chemical properties are as follows:
- ** Appearance and properties **: It is often a white-like to light yellow solid, but its appearance may vary depending on purity and preparation conditions.
- ** Melting point **: The compound has a specific melting point, which is a key indicator for identification and purity judgment. Unfortunately, the exact melting point data has not been retrieved, and the actual melting point needs to be accurately determined by experiments. < Br > - ** Solubility **: Generally speaking, it has good solubility in common organic solvents such as dichloromethane, chloroform, N, N-dimethylformamide (DMF), but poor solubility in water. This solubility property is of great significance in the separation and purification steps of organic synthesis. With its difference in solubility in different solvents, the product can be effectively separated and purified.
- ** Stability **: The compound has certain stability under normal temperature, pressure and dry environment. However, it is more sensitive to light, heat and humidity. Light may cause it to undergo photochemical reactions, which affect its chemical structure and purity; high temperature environments may also cause it to decompose or accelerate chemical reactions; when humidity is high, it may react with water, so it needs to be stored in a dry, cool and dark place.
- ** Reactive activity **: In the molecular structure, bromine atoms and carboxylic acid ester groups give it high reactivity. Bromine atoms can participate in nucleophilic substitution reactions, such as reacting with nucleophiles such as alcohols and amines to generate corresponding substitution products; carboxylic acid ester groups can undergo hydrolysis, alcoholysis, aminolysis and other reactions. Through these reactions, they can be converted into a variety of derivatives, providing a rich path for organic synthesis.
What is the price of tert-butyl 2-bromo-6,7-dihydrothieno [3,2-c] pyridine-5 (4H) -carboxylate in the market?
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