Description

4-Chloro-6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indazole is a high-value, multi-functional heterocyclic building block that serves as a critical intermediate in modern synthetic chemistry. Its core value lies in enabling the efficient construction of complex molecular architectures through versatile cross-coupling reactions, particularly the Suzuki-Miyaura reaction. This compound is essential for researchers and manufacturers in the pharmaceutical and agrochemical industries who are developing new active ingredients, such as kinase inhibitors and other biologically relevant small molecules. Its unique indazole core functionalized with a boronic ester pinacol group offers precise control over molecular structure and properties.

Application

• Pharmaceutical Intermediate: Key building block for the synthesis of novel drug candidates, especially targeted cancer therapies and kinase inhibitors.
• Agrochemical Research: Used in the development of new herbicides, fungicides, and insecticides with improved efficacy and selectivity.
• Material Science: Serves as a precursor for advanced organic electronic materials, including OLEDs and organic semiconductors.
• Chemical Biology: Employed in the creation of molecular probes and tools for studying biological pathways and protein functions.
• Cross-Coupling Reactions: Primarily utilized in Suzuki-Miyaura palladium-catalyzed cross-coupling to form carbon-carbon bonds with high efficiency and fidelity.
• Library Synthesis: Enables the rapid generation of diverse compound libraries for high-throughput screening in drug discovery programs.

Basic Information

Product Name	4-Chloro-6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indazole
CAS No.	1939174-71-6
Molecular Formula	C₁₃H₁₆BClN₂O₂
Molecular Weight	278.54 g/mol
Synonyms	4-Chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole; 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-chloro-1H-indazole; 4-Chloro-1H-indazole-6-boronic acid pinacol ester; 4-Chloro-6-(pinacolboron)-1H-indazole; 1H-Indazole, 4-chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-; 4-Chloro-6-(pinacolatoboryl)-1H-indazole; 4-Chloro-6-borono-1H-indazole pinacol ester; CAS 1939174-71-6
EINECS	Contact for details

Quality Control

Every batch of 4-Chloro-6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indazole is manufactured under strict quality management systems. Our products undergo rigorous analytical testing, including HPLC, NMR, and MS, to ensure high purity and consistent batch-to-batch quality suitable for sensitive research and scale-up processes. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with each shipment to support your regulatory and R&D documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place. Due to its hygroscopic (moisture-sensitive) nature, it is recommended to store the product under an inert atmosphere (e.g., nitrogen or argon) and handle it in a controlled, low-humidity environment. For long-term storage, keep at 2-8°C.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (HPLC)	Conforms
Identification (NMR)	Conforms
Purity (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.