1218790-15-8 | 3-Chloro-5-cyano-2-fluorophenylboronic acid, pinacol ester

Packsize	Purity	Availability	Price	Discounted Price
250mg	96%	in stock	$401.00	$281.00
1g	96%	in stock	$789.00	$553.00

Description

• Catalog Number: AA54516
• Chemical Name: 3-Chloro-5-cyano-2-fluorophenylboronic acid, pinacol ester
• CAS Number: 1218790-15-8
• Molecular Formula: C13H14BClFNO2
• Molecular Weight: 281.5182
• MDL Number: MFCD15143597
• SMILES: N#Cc1cc(B2OC(C(O2)(C)C)(C)C)c(c(c1)Cl)F

Computed Properties

• Complexity: 393
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 19
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1

Upstream Synthesis Route

The compound 3-Chloro-4-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a valuable building block in chemical synthesis, particularly in the field of medicinal and materials chemistry. With its unique structure combining a benzonitrile group with a dioxaborolane moiety, this compound offers diverse reactivity and selectivity in various synthetic transformations.One key application of 3-Chloro-4-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile lies in palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura coupling, where the dioxaborolane functionality enables efficient and regioselective C-C bond formation. This versatile compound can be utilized as a coupling partner with various aryl halides or pseudohalides to access structurally diverse biaryl compounds, which are prevalent in pharmaceuticals and agrochemicals.Furthermore, the presence of the electron-withdrawing benzonitrile group in 3-Chloro-4-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile imparts enhanced stability and reactivity in nucleophilic aromatic substitution reactions. This enables the introduction of functional groups at specific positions on the aromatic ring, facilitating the synthesis of intermediates and active pharmaceutical ingredients.Overall, the strategic incorporation of 3-Chloro-4-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile in chemical synthesis offers a powerful tool for constructing complex molecular architectures with tailored properties for applications in drug discovery, materials science, and other synthetic endeavors.