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 
• 1072-97-5 5-bromo-2-pyridylamine 
• 50-00-0 formaldehyd 
• 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 
• 624-28-2 2,5-dibromopyridine 
• 124-40-3 dimethyl amine 
• 74-88-4 methyl iodide 
• 37026-85-0 tri-n-butylammonium bromide 
• 7664-93-9 sulfuric acid 
• 3618-79-9 2-(dimethylamino)pyridine 1-oxide 

Downstream Products

• 1242333-49-8 tert-butyl N-[6-(dimethylamino)-3-pyridyl]carbamate 
• 5683-33-0 2-(Dimethylamino)pyridine 
• 579525-46-5 6-(dimethylamino)pyridin-3-ylboronic acid 
• 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 
• 1083329-54-7 5-N-benzylamino-2-N,N-dimethylaminopyridine 
• 4928-43-2 N₂,N₂-dimethylpyridine-2,5-diamine 
• 1362243-14-8 N₅-(4-(dimethylamino)phenyl)-N₂,N₂-dimethylpyridine-2,5-diamine 
• 1365156-60-0 Benzyl 1-(6-(dimethylamino)pyridin-3-yl)piperidin-4-yl(methyl)carbamate 

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.

Directing Group Enables Electrochemical Selectively Meta-Bromination of Pyridines under Mild Conditions

Without the use of catalysts and oxidants, a facile and sustainable electrochemical bromination protocol was developed. By introducing the directing groups, the regioselectivity of pyridine derivatives could be controlled at themeta-position utilizing the inexpensive and safe bromine salts at room temperature. A variety of brominated pyridine derivatives were obtained in 28-95% yields, and the reaction could be readily performed at a gram scale. By combining the installation and removing the directing group, the concept ofmeta-bromination of pyridines could be verified.

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.