1218791-02-6 | 2-(1H-Pyrazol-1-yl)pyridine-5-boronic acid, pinacol ester

Packsize	Purity	Availability	Price	Discounted Price
250mg	97%	in stock	$169.00	$118.00
1g	97%	in stock	$479.00	$335.00
5g	97%	in stock	$1,410.00	$987.00

Description

• Catalog Number: AA54633
• Chemical Name: 2-(1H-Pyrazol-1-yl)pyridine-5-boronic acid, pinacol ester
• CAS Number: 1218791-02-6
• Molecular Formula: C14H18BN3O2
• Molecular Weight: 271.1226
• MDL Number: MFCD11878223
• SMILES: CC1(C)OB(OC1(C)C)c1ccc(nc1)n1cccn1

Computed Properties

• Complexity: 348
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 20
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2

Upstream Synthesis Route

2-(1H-Pyrazol-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a versatile compound used in chemical synthesis for constructing complex organic molecules. Its unique structure containing both a pyridine and a pyrazole ring allows it to participate in a variety of reactions, making it a valuable building block in organic chemistry.One of the key applications of this compound is in transition metal-catalyzed cross-coupling reactions, particularly in Suzuki-Miyaura coupling. The boron atom attached to the pyridine ring serves as a key site for transmetalation with various palladium or nickel catalysts, enabling efficient formation of carbon-carbon bonds. This reactivity allows for the incorporation of diverse functional groups and substitution patterns onto the pyridine and pyrazole rings, facilitating the synthesis of complex molecules with specific stereochemistry and regioselectivity.Furthermore, the steric bulk of the tetramethyl-substituted boron moiety enhances the stability and reactivity of the compound in various reaction conditions, making it a valuable tool for chemists working in the field of organic synthesis. Overall, 2-(1H-Pyrazol-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine stands as a crucial component in the toolbox of synthetic chemists for the efficient construction of diverse and structurally complex organic molecules.