26163-07-5

Basic information

• Product Name: 5-Bromo-2-(dimethylamino)pyridine
• Synonyms: 2-PyridinaMine, 5-broMo-N,N-diMethyl-;5-Bromo-N,N-dimethyl-2-pyridinamine;5-Bromo-N,N-dimethylpyridin-2-amine;5-bromo-2-(N,N-dimethyl-1-yl)pyridine;(5-bromo-pyridin-2-yl)-dimethylamine
• CAS NO: 26163-07-5
• Molecular Formula: C₇H₉BrN₂
• Molecular Weight: 201.07
• Product Categories: alkyl bromide;Pyridine;Amino;Organohalides
• Mol File: 26163-07-5.mol
• Article Data: 30

Chemical Properties

• Melting Point: 69-71 °C
• Boiling Point: 253.5 °C at 760 mmHg
• Flash Point: 107.1 °C
• Appearance: /
• Density: 1.469g/cm³
• Vapor Pressure: 0.0182mmHg at 25°C
• Refractive Index: 1.592
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 5.31±0.10(Predicted)
• CAS DataBase Reference: 5-Bromo-2-(dimethylamino)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-2-(dimethylamino)pyridine(26163-07-5)
• EPA Substance Registry System: 5-Bromo-2-(dimethylamino)pyridine(26163-07-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Hazardous Substances Data: 26163-07-5(Hazardous Substances Data)

Usage

General Description

5-Bromo-2-(dimethylamino)pyridine is a chemical compound with the molecular formula C8H10BrN2. It is a derivative of pyridine and contains a bromine atom at the 5th position and a dimethylamino group at the 2nd position. 5-Bromo-2-(dimethylamino)pyridine is commonly used as a reagent in organic synthesis, particularly in the formation of C-N and C-O bonds. It is also utilized in the pharmaceutical industry for the synthesis of various drugs and as a building block in the production of agrochemicals and dyes. 5-Bromo-2-(dimethylamino)pyridine is a versatile and valuable chemical reagent with a wide range of applications in research and industry.

InChI:InChI=1/C7H9BrN2/c1-10(2)7-4-3-6(8)5-9-7/h3-5H,1-2H3

Upstream product

• 5683-33-0 2-(Dimethylamino)pyridine 
• 77-78-1 dimethyl sulfate 
• 3618-79-9 2-(dimethylamino)pyridine 1-oxide 
• 1072-97-5 5-bromo-2-pyridylamine 
• 50-00-0 formaldehyd 
• 37026-85-0 tri-n-butylammonium bromide 
• 624-28-2 2,5-dibromopyridine 
• 766-11-0 5-bromo-2-fluoropyridine 
• 68-12-2 N,N-dimethyl-formamide 
• 475106-12-8 trifluoromethanesulfonic acid 5-bromo-pyridin-2-yl ester 
• 506-59-2 N,N-dimethylammonium chloride 
• 124-40-3 dimethyl amine 
• 74-88-4 methyl iodide 
• 7664-93-9 sulfuric acid 

Downstream Products

• 579525-46-5 6-(dimethylamino)pyridin-3-ylboronic acid 
• 149805-92-5 6-(dimethylamino)nicotine-3-carboxaldehyde 
• 1036991-24-8 N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine 
• 4928-43-2 N₂,N₂-dimethylpyridine-2,5-diamine 
• 1083329-54-7 5-N-benzylamino-2-N,N-dimethylaminopyridine 
• 5683-33-0 2-(Dimethylamino)pyridine 
• 154924-17-1 N'-(5-cyanopyridin-2-yl)-N,N-dimethylformamidine 
• 1426259-44-0 N,N-dimethyl-5-(4-{2-[(6-methylpyridin-2-yl)amino]-1,3-thiazol-4-yl}phenyl)pyridin-2-amine 
• 1228652-40-1 4-(6-dimethylamino-pyridin-3-yl)-4-hydroxy-cyclohexanone 

Relevant articles and documents

Discovery of Pyrazolopyridones as a Novel Class of Gyrase B Inhibitors Using Structure Guided Design

The ATPase subunit of DNA gyrase B is an attractive antibacterial target due to high conservation across bacteria and the essential role it plays in DNA replication. A novel class of pyrazolopyridone inhibitors was discovered by optimizing a fragment screening hit scaffold using structure guided design. These inhibitors show potent Gram-positive antibacterial activity and low resistance incidence against clinically important pathogens.

Photoassisted Charge Transfer Between DMF and Substrate: Facile and Selective N,N-Dimethylamination of Fluoroarenes

A reversible Van der Waals complex formation between the electron-deficient fluorinated aromatic ring and N,N-dimethylformamide (DMF) molecules followed by light irradiation resulted in charge transfer (CT) process. The complex was stabilized by ammonium formate and further decomposed to form the C?N bond. Control experiments revealed that the simultaneous SNAr pathway also contributes to product formation. This methodology is mild, metal-free, and effective for the amination of a variety of substrates. The reproducibility of this methodology was also verified on gram-scale reactions. The CT states were supported by control UV/Vis spectroscopy and computational studies.

Aryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application

Synthesis, temperature-dependent NMR structure investigation and utilization of a new, stable and easily accessible aryl-diadamantylphosphine ligand family is reported. The bulky and electron-rich phosphorus center of the ligand enhances the catalytic activity of palladium in cross-coupling reactions of sterically demanding ortho-substituted aryl halides. In our study, we demonstrated the synthetic applicability of the new phosphine ligands in Buchwald-Hartwig and tosyl hydrazone coupling reactions.