843663-18-3

Basic information

• Product Name: 4-CYANO-3-FLUOROPHENYLBORONIC ACID
• Synonyms: 4-CYANO-3-FLUOROBENZENEBORONIC ACID;4-CYANO-3-FLUOROPHENYLBORONIC ACID;4-Borono-2-fluorobenzonitrile;4-CYANO-3-FLUOROPHEN;4-Cyano-3-fluorophenylboronic Acid (contains varying aMounts of Anhydride);Boronic acid, B-(4-cyano-3-fluorophenyl)-;3-Fluoro-4-cyanophenylboronic acid;oronicacid, (4-cyano-3-fluorophenyl)- (9CI)
• CAS NO: 843663-18-3
• Molecular Formula: C₇H₅BFNO₂
• Molecular Weight: 164.93
• Product Categories: blocks;BoronicAcids;Miscellaneous;Boronic Acid
• Mol File: 843663-18-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 362-366
• Boiling Point: 354.4 °C at 760 mmHg
• Flash Point: 168.2 °C
• Appearance: /
• Density: 1.35 g/cm³
• Vapor Pressure: 1.23E-05mmHg at 25°C
• Refractive Index: 1.535
• Storage Temp.: Keep Cold
• Solubility: soluble in Methanol
• PKA: 6.30±0.10(Predicted)
• CAS DataBase Reference: 4-CYANO-3-FLUOROPHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CYANO-3-FLUOROPHENYLBORONIC ACID(843663-18-3)
• EPA Substance Registry System: 4-CYANO-3-FLUOROPHENYLBORONIC ACID(843663-18-3)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39-24/25
• RIDADR: 3439
• Hazardous Substances Data: 843663-18-3(Hazardous Substances Data)

Usage

Chemical Properties

White to light yellow solid

InChI:InChI=1/C7H5BFNO2/c9-7-3-6(8(11)12)2-1-5(7)4-10/h1-3,11-12H

Upstream product

• 121-43-7 Trimethyl borate 
• 105942-08-3 4-bromo-6-fluorobenzonitrile 
• 5419-55-6 Triisopropyl borate 

Downstream Products

• 1359973-11-7 4-(3-cyclopentyl-3H-imidazo[4,5-b]pyridin-2-yl)-2-fluorobenzonitrile 
• 870238-67-8 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile 
• 1008520-69-1 2-fluoro-4-(1-methyl-8-oxo-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-3-yl)benzonitrile 
• 956320-17-5 (R)-3',5'-dichloro-3-fluoro-4'-[2-oxo-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-3-ylmethyl]-biphenyl-4-carbonitrile 
• 1129540-59-5 4-(2-chloropyrimidin-4-yl)-2-fluorobenzonitrile 

Relevant articles and documents

SALTS OF 2-FLUORO-N-METHYL-4-[7-(QUINOLIN-6-YL-METHYL)-IMIDAZO[1,2-b][1,2,4]TRIAZIN-2-YL]BENZAMIDE AND PROCESSES RELATED TO PREPARING THE SAME

The present invention is directed to dihydrochloric acid and dibenzenesulfonic acid salts of the c-Met kinase inhibitor 2-fluoro-N-methyl-4-[7-(quinolin-6-ylmethyl)-imidazo[1,2-b][1,2,4]triazin-2-yl]benzamide, and pharmaceutical compositions thereof, useful in the treatment of cancer and other diseases related to the dysregulation of kinase pathways. The present invention further relates to processes and intermediates for preparing 2-fluoro-N-methyl-4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]benzamide, and salts thereof.

Noncryogenic I/Br-Mg exchange of aromatic halides bearing sensitive functional groups using i-PrMgCl-Bis[2-(N,N-dimethylamino)ethyl] ether complexes

Iodo- and bromoaromatics bearing sensitive carboxylic ester and cyano groups underwent a selective halide-magnesium exchange with isopropylmagnesium chloride at ambient temperature in the presence of bis[2-(N,N-dimethylamino) ethyl] ether to afford the corresponding Grignard reagents. The newly formed reactive Grignard reagents were allowed to react with electrophiles such as trimethylborate to afford arylboronic acids in good to excellent yields.