1218790-03-4 | 5-(t-Butylcarbamoyl)pyridine-3-boronic acid, pinacol ester

Packsize	Purity	Availability	Price	Discounted Price
250mg	96%	in stock	$297.00	$208.00
1g	96%	in stock	$712.00	$498.00

Description

• Catalog Number: AA54522
• Chemical Name: 5-(t-Butylcarbamoyl)pyridine-3-boronic acid, pinacol ester
• CAS Number: 1218790-03-4
• Molecular Formula: C16H25BN2O3
• Molecular Weight: 304.1923
• MDL Number: MFCD13195759
• SMILES: O=C(c1cncc(c1)B1OC(C(O1)(C)C)(C)C)NC(C)(C)C

Computed Properties

• Complexity: 416
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 22
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 3

Upstream Synthesis Route

The N-(tert-butyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinamide is a valuable reagent in chemical synthesis due to its unique properties. It serves as an effective source of both the nicotinamide moiety and the boron functionality, making it a versatile building block in organic chemistry. This compound is commonly used in Suzuki-Miyaura cross-coupling reactions, where the boron atom facilitates the coupling of the nicotinamide group with various aryl or heteroaryl halides under mild reaction conditions. Additionally, the tert-butyl and tetramethyl substituents provide steric hindrance, aiding in the selectivity of the cross-coupling reactions. This reagent offers an efficient and practical approach for the synthesis of diverse biologically active molecules and pharmaceutical intermediates, highlighting its significance in modern chemical synthesis strategies.