3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole, CAS No. 936250-20-3

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936250-20-3

Catalog No. EBD25901

CAS 936250-20-3

Name 3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole

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Basic Information

Synonyms: 3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole 3-Methyl-1H-Pyrazole-4-BoronicAcidPinacolEster 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-pyrazole 5-methyl-1h-pyrazole-4-boronicacid,pinacolester96% 5-methylpyrazole-4-boronicacid,pinacolester 1h-pyrazole,3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 3-methyl-4-pyrazoleboronicacidpinacolester 3-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-pyrazole 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 3-methylpyrazole-4-boronicacid,pinacolester

Molecular Formula: C10H17BN2O2

Molecular Weight: 208.07

MDL Number: MFCD08690235

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters

Product Description:

3-Methyl-1H-pyrazole-4-boronic acid pinacol ester is a heterocyclic organoboron compound. It features a pyrazole ring substituted with a methyl group and a protected boronic acid (boronate ester) functionality. The pinacol ester group enhances the compound's stability and solubility, making it a practical reagent for storage and handling in synthetic chemistry. This compound serves as a versatile building block, primarily in medicinal chemistry and pharmaceutical research. Its core application is in Suzuki-Miyaura cross-coupling reactions, a pivotal method for forming carbon-carbon bonds. The boronate ester acts as a coupling partner with aryl or heteroaryl halides, enabling the efficient synthesis of complex, functionalized pyrazole derivatives. These pyrazole scaffolds are of significant interest as intermediates in the development of active pharmaceutical ingredients (APIs) and bioactive molecules, particularly those targeting various therapeutic areas. As a protected boronic acid derivative of a methylpyrazole, it is a specialized but valuable synthetic intermediate. It is commercially available from suppliers of fine chemicals and advanced pharmaceutical intermediates, highlighting its role in modern drug discovery and development pipelines.

Physical Properties

Melting Point: 129-134 °C

Boiling Point: 350.3°C at 760 mmHg

Flash Point: 165.6°C

Density: 1.07g/cm3