4044-98-8

Basic information

• Product Name: 6-BROMO-2-PHENYL-IMIDAZO[1,2-A]PYRIDINE
• Synonyms: 6-BROMO-2-PHENYL-IMIDAZO[1,2-A]PYRIDINE
• CAS NO: 4044-98-8
• Molecular Formula: C₁₃H₉BrN₂
• Molecular Weight: 273.13
• Mol File: 4044-98-8.mol
• Article Data: 41

Chemical Properties

• Melting Point: 201-202 °C
• Appearance: /
• Density: 1.48 g/cm³
• Refractive Index: 1.676
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 4.98±0.50(Predicted)
• CAS DataBase Reference: 6-BROMO-2-PHENYL-IMIDAZO[1,2-A]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-2-PHENYL-IMIDAZO[1,2-A]PYRIDINE(4044-98-8)
• EPA Substance Registry System: 6-BROMO-2-PHENYL-IMIDAZO[1,2-A]PYRIDINE(4044-98-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 4044-98-8(Hazardous Substances Data)

Usage

General Description

6-Bromo-2-phenyl-imidazo[1,2-a]pyridine is a synthetic organic compound that belongs to the class of imidazopyridines, which are organic compounds containing an imidazo ring fused to a pyridine ring. Imidazopyridines are used in a wide variety of therapeutic applications, such as antibacterial, antifungal, antiviral, anticancer and anti-inflammatory agents among others. The presence of bromine atom increases the reactivity of the compound, which can be exploited in various chemical reactions. However, no specific applications or properties of 6-Bromo-2-phenyl-imidazo[1,2-a]pyridine are available in the literature, suggesting it's primarily used as a starting material in chemical synthesis or as an intermediate in the production of more complex molecules.

InChI:InChI=1/C13H9BrN2/c14-11-6-7-13-15-12(9-16(13)8-11)10-4-2-1-3-5-10/h1-9H

Upstream product

• 98-86-2 acetophenone 
• 536-74-3 phenylacetylene 
• 100-41-4 ethylbenzene 
• 613-91-2 acetophenone oxime 
• 1072-97-5 5-bromo-2-pyridylamine 
• 19433-17-1 acetophenone O-acetyloxime 
• 4545-21-5 acetophenone p-toluenesulfonylhydrazone 
• 100-42-5 styrene 
• 102-96-5 (2-nitroethenyl)benzene 
• 4636-16-2 iodoacetophenone 
• 70-11-1 α-bromoacetophenone 

Downstream Products

• 851053-64-0 6-phenyl-2-phenylimidazolo[1,2-a]pyridine 
• 1609583-48-3 6-bromo-2-phenyl-3-phenylsulfanylimidazo[1,2-a]pyridine 
• 4105-21-9 2-phenylimidazo[1,2-a]pyridine 
• 1335061-35-2 3-[2-acetamido-3-hydroxypropyl]-6-methoxy-2-phenylimidazoimidazo[1,2-a]pyridine 
• 1335061-34-1 3-[2-acetamido-2-ethoxycarbonylethyl]-6-methoxy-2-phenylimidazoimidazo[1,2-a]pyridine 
• 1335061-33-0 3-[2-acetamido-2,2-di-(ethoxycarbonyl)-ethyl]-6-methoxy-2-phenylimidazoimidazo[1,2-a]pyridine 
• 1335061-32-9 1-(6-methoxy-2-phenylimidazo[1,2-a]pyridin-3-yl)-N,N,N-trimethyl methanaminium iodide 
• 1335061-31-8 3-(N,N-dimethylaminomethyl)-6-methoxy-2-phenylimidazo[1,2-a]pyridine 
• 877382-04-2 N-(2-(6-methoxy-2-phenylimidazo[1,2-a]pyridin-3-yl)ethyl)acetamide 
• 877382-05-3 3-(6-methoxy-2-phenylimidazo[1,2-a]pyridin-3-yl)ethanol 
• 1335061-30-7 ethyl 2-(6-methoxy-2-phenylimidazolo[1,2-a]pyridin-3-yl)acetate 

Relevant articles and documents

A multi pathway coupled domino strategy: I2/ TBHP-promoted synthesis of imidazopyridines and thiazoles via sp3, sp2 and sp C-H functionalization

I2/TBHP-promoted, one-pot, multi pathway synthesis of imidazopyridines and thiazoles has been achieved through readily available ethylarenes, ethylenearenes and ethynearenes. I2/TBHP as an initiator and oxidant is used to realize the C-H functionalization of this domino reaction. Simple and available starting materials, wide range of functional group tolerance, high potential for drug activity of the products and application in production are the advantageous features of this method.

Gold-catalyzed oxidation of terminal alkynes to glyoxals and their reactions with 2-phenylimidazo[1,2-a]pyridines: one-pot synthesis of 1,2-diones

A novel one-pot protocol for the convenient and efficient synthesis of (2-phenylimidazo[1,2-a]pyridin-3-yl)alkane-1,2-diones (3) in good yields (32-88%) from 2-phenylimidazo[1,2-a]pyridines (1) and terminal alkynes (2) has been established with a wide range of substrate scope. A tandem reaction sequence containing gold-catalyzed double oxidations of terminal alkynes to generate glyoxals, nucleophilic addition of 2-phenylimidazo[1,2-a]pyridines to glyoxals to yield α-hydroxyl ketones, and oxygenation of the α-hydroxyl ketones to afford the final products3under air atmosphere is involved in this method. Simple operation, mild reaction conditions, and widely available substrates make this strategy more affordable.

Metal-free oxidative decarbonylative halogenation of fused imidazoles

An efficient strategy has been developed for the deformylative halogenation of carbaldehyde imidazo-fused heterocycles in the presence of TBHP controlled by temperature. A convenient and sequential functionalization (C8 to C3) portrays the synthetic utility of the current method.N-Heterocycle benzamide products were also observedviathe ring opening of imidazopyridines through the cleavage of C-C bond at high temperatures. Features of this method include temperature-controlled excellent regioselectivity, mild conditions and functional group tolerance.