749927-80-8

Basic information

• Product Name: 4-Bromo-2-fluoro-N,N-dimethylbenzamide
• Synonyms: 4-Bromo-2-fluoro-N,N-dimethylbenzamide;4-Bromo-N,N-dimethyl-2-fluorobenzamide
• CAS NO: 749927-80-8
• Molecular Formula: C₉H₉BrFNO
• Molecular Weight: 246.08
• Product Categories: blocks;Bromides;Carboxes;FluoroCompounds
• Mol File: 749927-80-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 327.3°C at 760 mmHg
• Flash Point: 151.7°C
• Appearance: /
• Density: 1.49g/cm³
• Vapor Pressure: 0.000205mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: 4-Bromo-2-fluoro-N,N-dimethylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2-fluoro-N,N-dimethylbenzamide(749927-80-8)
• EPA Substance Registry System: 4-Bromo-2-fluoro-N,N-dimethylbenzamide(749927-80-8)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 749927-80-8(Hazardous Substances Data)

Usage

General Description

4-Bromo-2-fluoro-N,N-dimethylbenzamide is a chemical compound with the molecular formula C9H9BrFNO. It is a benzamide derivative with substituents of bromine and fluorine on the benzene ring, and dimethyl groups attached to the amide nitrogen. 4-Bromo-2-fluoro-N,N-dimethylbenzamide is primarily used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It possesses potential biological and pharmacological activities, making it valuable in drug discovery and development. Additionally, it is utilized in chemical research and analysis as a reagent and reference standard. Overall, 4-Bromo-2-fluoro-N,N-dimethylbenzamide is important in the field of organic chemistry and has various applications in the pharmaceutical and chemical industries.

InChI:InChI=1/C9H9BrFNO/c1-12(2)9(13)7-4-3-6(10)5-8(7)11/h3-5H,1-2H3

Upstream product

• 124-40-3 dimethyl amine 
• 112704-79-7 2-fluoro-4-bromobenzoic acid 
• 506-59-2 N,N-dimethylammonium chloride 
• 151982-51-3 4-bromo-2-fluorobenzoyl chloride 

Downstream Products

• 874289-13-1 4-(N,N-dimethylcarbamoyl)-3-fluorophenylboronic acid 
• 1264616-33-2 2-fluoro-N,N-dimethyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide 
• 1008115-78-3 (5S)-2-[4-(dimethylaminocarbonyl)-3-fluorophenyl]-α,α-dimethyl-N-(1,3,4-thiadiazol-2-yl)-5H-[1]benzopyrano[2,3-b]pyridin-5-acetamide 

Relevant articles and documents

Development of a Practical Synthesis of Functionalized Azaxanthene-Derived Nonsteroidal Glucocorticoid Receptor Modulators

An efficient route to two functionalized 2-aryl-5H-chromeno[2,3-b]pyridines (azaxanthenes) is reported. The addition of lithiated 2,6-dichloropyridine to salicylaldehyde followed by cyclization was a key process improvement identified for the formation of the azaxanthene core. Further elaboration of 2-chloro-5H-chromeno[2,3-b]pyridin-5-ol at the 5 position was accomplished via Lewis acid-catalyzed coupling with commercially available ((1-methoxy-2-methylprop-1-en-1-yl)oxy)trimethylsilane. A partial classical resolution coupled with a preparative chiral supercritical fluid chromatography (SFC) separation was used to isolate the desired enantiomer of the azaxanthene carboxylic acid that is a common intermediate for both compounds 1 and 2. Suzuki-Miyaura cross-coupling with appropriately substituted boronic acids, followed by condensation with 2-amino-1,3,4-thiadiazole, provided the target compounds with an overall yield of approximately 10%. The use of stable, amorphous materials to support clinical comparison of functionalized azaxanthenes 1 and 2 is also discussed.

A robust three-step telescoped synthesis of electron-deficient amide substituted arylboronic acids

A robust three-step telescoped process for the preparation of electron-deficient amide-substituted arylboronic acids from readily available bromobenzoic acids has been developed. An EDC-HOBT-promoted amide formation of a bromobenzoic acid was followed by subjection of the product stream to a palladium-mediated cross-coupling with B2(pin)2. The resultant mixture of the arylboronate ester and arylboronic acid was directly treated with NaIO4, followed by a heptane-MeTHF crystallization, to cleanly afford the corresponding arylboronic acid in good yield. This general procedure was used to synthesize electron-deficient amide-substituted arylboronic acids with a diverse array of electron-withdrawing substituents.

4- (4- (IMIDAZOL-4-YL) PYRIMIDIN-2-YLAMINO) BENZAMIDES AS CDK INHIBITORS

Compounds of the formula: (I): wherein variable groups are as defined within and a pharmaceutically acceptable salts and in vivo hydrolysable esters are described. Also described are processes for their preparation and their use as medicaments, particularly medicaments for producing a cell cycle inhibitory (anti-cell-proliferation) effect in a warm-blooded animal, such as man.