188665-74-9

Basic information

• Product Name: 3-AMINOCARBONYLPHENYLBORONIC ACID, PINACOL ESTER
• Synonyms: 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-BENZAMIDE;3-AMINOCARBONYLPHENYLBORONIC ACID, PINACOL ESTER;2-dioxaborolan-2-yl)-benzaMide;3-(tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaMide;BenzaMide, 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;3-CarbaMoylphenylboronic acid pinacol ester, 97%
• CAS NO: 188665-74-9
• Molecular Formula: C₁₃H₁₈BNO₃
• Molecular Weight: 247.1
• Mol File: 188665-74-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 192-194°C
• Boiling Point: 384.6 °C at 760 mmHg
• Flash Point: 186.4 °C
• Appearance: white
• Density: 1.11 g/cm³
• Vapor Pressure: 4.03E-06mmHg at 25°C
• Refractive Index: 1.523
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-AMINOCARBONYLPHENYLBORONIC ACID, PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINOCARBONYLPHENYLBORONIC ACID, PINACOL ESTER(188665-74-9)
• EPA Substance Registry System: 3-AMINOCARBONYLPHENYLBORONIC ACID, PINACOL ESTER(188665-74-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 188665-74-9(Hazardous Substances Data)

Usage

General Description

3-Aminocarbonylphenylboronic acid, pinacol ester is a boronic acid derivative that is used in organic synthesis and medicinal chemistry. It contains a boron atom attached to a phenyl group and a pinacol (2,3-dimethyl-2,3-butanediol) ester group. 3-AMINOCARBONYLPHENYLBORONIC ACID, PINACOL ESTER is commonly used as a building block in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. In addition, it has been studied for potential applications in the treatment of cancer and other diseases. The boronic acid moiety in this compound enables it to react with a variety of nucleophiles, making it a versatile reagent in organic synthesis.

InChI:InChI=1/C13H18BNO3/c1-12(2)13(3,4)18-14(17-12)10-7-5-6-9(8-10)11(15)16/h5-8H,1-4H3,(H2,15,16)

Upstream product

• 55-21-0 benzamide 
• 73183-34-3 bis(pinacol)diborane 
• 22726-00-7 3-bromobenzamide 

Downstream Products

• 1011471-99-0 3-(8-(4-methoxyphenylamino)imidazo[1,2-a]pyrazin-3-yl)benzamide 
• 252578-40-8 4-(benzyloxy)-3-bromophenol 
• 1357091-70-3 [4-benzyloxy-3-(3-carbamoylphenyl)phenyl]-N-cyclohexylcarbamate 
• 1620055-36-8 3-(6-amino-2-(2-(3,5-difluorophenyl)-1-(2-(5-fluoro-1H-indol-3-yl)acetamido)ethyl)pyridin-3-yl)benzamide 
• 1391924-89-2 3-(4-((dimethylcarbamoyl)methylamino)-6-morpholino-1,3,5-triazin-2-yl)benzamide 
• 1356924-01-0 2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]oxazolo[4,5-b]pyrazine 
• 1415694-95-9 (S)-3-(8-(6-(2-methylpyrrolidin-1-yl)pyridin-2-ylamino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl)benzamide 2,2,2-trifluoroacetate 
• 1415695-30-5 3-(8-Bromo-[1,2,4]-triazolo[1,5-a]pyridin-6-yl)benzamide 

Relevant articles and documents

Design, synthesis and biological evaluation of 1H-indazole derivatives as novel ASK1 inhibitors

Apoptosis signal-regulating kinase 1 (ASK1, MAP3K5), a member of the mitogen-activated protein kinase (MAPK) signaling pathway, is involved in cell survival, differentiation, stress response, and apoptosis. ASK1 kinase inhibition has emerged as a promisin

Noncovalent Interactions in Ir-Catalyzed C-H Activation: L-Shaped Ligand for Para-Selective Borylation of Aromatic Esters

An efficient strategy for the para-selective borylation of aromatic esters is described. For achieving high para-selectivity, a new catalytic system has been developed modifying the core structure of the bipyridine. It has been proposed that the L-shaped ligand is essential to recognize the functionality of the oxygen atom of the ester carbonyl group via noncovalent interaction, which provides an unprecedented controlling factor for para-selective C-H activation/borylation.