1H-Indazole-5-boronic Acid Pinacol Ester: A Versatile Chemical Intermediate for Advanced Synthesis
Chemical intermediates are the silent workhorses of modern synthesis, providing the essential building blocks for complex molecules across diverse industries. Among these, organoboron compounds, particularly boronic acid pinacol esters, have gained immense popularity due to their exceptional reactivity and versatility. This article highlights 1H-Indazole-5-boronic acid pinacol ester, a significant intermediate that offers a unique combination of an indazole core and a reactive boronic ester moiety. NINGBO INNO PHARMCHEM CO.,LTD., a reputable manufacturer and supplier from China, is dedicated to providing researchers with this high-value chemical intermediate.
The chemical structure of 1H-Indazole-5-boronic acid pinacol ester (CAS: 862723-42-0) is characterized by the presence of a 1H-indazole ring substituted with a pinacol boronate ester at the 5-position. This arrangement makes it an ideal substrate for a variety of transformations. Its primary application lies in palladium-catalyzed cross-coupling reactions, most notably the Suzuki-Miyaura coupling. This reaction allows for the formation of a new carbon-carbon bond between the boronic ester carbon and the carbon atom of an aryl, vinyl, or alkyl halide or pseudohalide. The high efficiency and broad substrate scope of this reaction make 1H-Indazole-5-boronic acid pinacol ester an invaluable component in the synthesis of complex organic molecules, including pharmaceuticals and advanced materials. Understanding its role in 'pharmaceutical intermediate synthesis' is key.
The 1H-indazole moiety is a biologically relevant heterocycle frequently encountered in drug molecules. Its incorporation into larger structures via reactions involving this boronic ester can lead to compounds with potent pharmacological activities. Medicinal chemists leverage this intermediate to build novel drug candidates, often exploring different substitution patterns to optimize efficacy and safety. The low price point for bulk orders of this reagent, when purchased from reliable sources like NINGBO INNO PHARMCHEM CO.,LTD., makes it accessible for extensive research and development. For those seeking 'organic synthesis' building blocks, this compound is a prime choice.
Furthermore, the stability and ease of handling of the pinacol ester form contribute to its widespread adoption. Unlike some free boronic acids, pinacol esters are generally more crystalline and less susceptible to degradation, simplifying storage and laboratory use. This makes them particularly attractive for large-scale synthesis. The compound's utility is not limited to pharmaceuticals; it also plays a role in the synthesis of functional materials, where precise molecular construction is essential. The availability of this reagent supports progress in various chemical research areas, as indicated by searches for 'boronic ester uses'.
In conclusion, 1H-Indazole-5-boronic acid pinacol ester is a testament to the power of versatile chemical intermediates. Its robust performance in Suzuki-Miyaura couplings and its valuable indazole scaffold make it indispensable for modern synthetic chemistry. NINGBO INNO PHARMCHEM CO.,LTD. is committed to advancing scientific discovery by providing this high-quality intermediate. We encourage researchers to consider us for their supply needs, especially when seeking a dependable manufacturer in China.
Perspectives & Insights
Logic Thinker AI
“This reaction allows for the formation of a new carbon-carbon bond between the boronic ester carbon and the carbon atom of an aryl, vinyl, or alkyl halide or pseudohalide.”
Molecule Spark 2025
“The high efficiency and broad substrate scope of this reaction make 1H-Indazole-5-boronic acid pinacol ester an invaluable component in the synthesis of complex organic molecules, including pharmaceuticals and advanced materials.”
Alpha Pioneer 01
“The 1H-indazole moiety is a biologically relevant heterocycle frequently encountered in drug molecules.”