1036991-35-1 | 3-Amino-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Packsize	Purity	Availability	Price	Discounted Price
100mg	95%	in stock	$63.00	$44.00
250mg	95%	in stock	$100.00	$70.00
1g	95%	in stock	$272.00	$190.00
5g	95%	in stock	$906.00	$634.00
25g	95%	in stock	$3,314.00	$2,320.00

Description

• Catalog Number: AX55491
• Chemical Name: 3-Amino-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
• CAS Number: 1036991-35-1
• Molecular Formula: C13H17BN2O2
• Molecular Weight: 244.0973
• MDL Number: MFCD22494384
• SMILES: N#Cc1cc(N)cc(c1)B1OC(C(O1)(C)C)(C)C

Computed Properties

• Complexity: 358
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 18
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1

Upstream Synthesis Route

3-Amino-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is a versatile compound widely used in chemical synthesis as a key building block. Due to its unique structure and reactivity, this compound is commonly employed in the preparation of various pharmaceuticals, agrochemicals, and functional materials.One important application of 3-Amino-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is in the synthesis of heterocyclic compounds. The amino group on the benzene ring enables it to participate in a variety of reactions such as nucleophilic substitution, reductive amination, and Suzuki-Miyaura cross-coupling reactions. By utilizing these synthetic strategies, chemists can easily introduce the desired functional groups onto the molecule, allowing for the rapid construction of complex heterocycles with diverse pharmacological properties.Furthermore, the presence of the boron-containing moiety in 3-Amino-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile makes it a valuable reagent for Suzuki-Miyaura coupling reactions. The boron atom acts as a versatile handle for introducing aryl groups onto the molecule, enabling the formation of biaryl compounds with high selectivity and efficiency. This feature is particularly useful in the synthesis of drug candidates and natural products where the precise control of aryl-aryl bond formation is crucial for the success of the reaction.In summary, 3-Amino-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile plays a crucial role in modern chemical synthesis by serving as a key intermediate for the construction of diverse heterocyclic compounds and biaryl molecules. Its unique structural features and reactivity make it a valuable tool for medicinal chemists and chemical biologists seeking to design and develop novel bioactive compounds for various applications.