1073353-75-9 | 5-Bromo-2-methoxypyridine-3-boronic acid, pinacol ester

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$81.00	$57.00
5g	98%	in stock	$193.00	$135.00
25g	98%	in stock	$727.00	$509.00

Description

• Catalog Number: AE09251
• Chemical Name: 5-Bromo-2-methoxypyridine-3-boronic acid, pinacol ester
• CAS Number: 1073353-75-9
• Molecular Formula: C12H17BBrNO3
• Molecular Weight: 313.98328
• MDL Number: MFCD07781157
• SMILES: COc1ncc(cc1B1OC(C(O1)(C)C)(C)C)Br

Computed Properties

• Complexity: 298
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 18
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2

Upstream Synthesis Route

5-Bromo-2-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a versatile chemical compound that finds significant utility in chemical synthesis processes. This compound is commonly used as a key building block in the synthesis of various organic molecules, particularly in the field of medicinal chemistry and materials science.One notable application of 5-Bromo-2-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is in palladium-catalyzed cross-coupling reactions. In these reactions, the bromo substituent on the pyridine ring serves as a crucial site for coupling with other functional groups or molecules under mild reaction conditions. The boron moiety enhances the stability and reactivity of the compound, facilitating efficient bond formation processes.Additionally, the methoxy group in the structure can act as a directing group in various transformations, enabling selective functionalization of the pyridine ring. This selective reactivity is particularly valuable in the synthesis of complex organic molecules where regioselectivity is essential.Overall, the unique combination of bromo, methoxy, and dioxaborolane functionalities in 5-Bromo-2-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine makes it a valuable intermediate for constructing diverse organic compounds with specific properties and functions. Its strategic placement of reactive sites allows for precise control over the synthesis process, making it a valuable tool for chemists engaged in the design and preparation of novel molecules.