64965-47-5

Usage

Uses

Used in Organic Synthesis:
3-BROMO-4-HYDROXYQUINOLINE is used as a reagent for its ability to facilitate the synthesis of complex organic molecules, contributing to the development of new pharmaceuticals and agrochemicals.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3-BROMO-4-HYDROXYQUINOLINE is used as a research compound for its potential to be incorporated into the development of new drugs, given its antimicrobial and antifungal properties.
Used in Production of Agrochemicals:
3-BROMO-4-HYDROXYQUINOLINE is used as a key component in the manufacturing process of agrochemicals, where its antimicrobial and antifungal properties help in creating effective products for agricultural use.
Used in Medicinal Chemistry:
3-BROMO-4-HYDROXYQUINOLINE is utilized as a building block for the synthesis of biologically active compounds, playing a crucial role in the advancement of medicinal chemistry and the discovery of novel therapeutic agents.

InChI:InChI=1/C9H6BrNO/c10-7-5-11-8-4-2-1-3-6(8)9(7)12/h1-5H,(H,11,12)

Upstream product

• 611-36-9 quinolin-4-ol 
• 861357-59-7 3-bromo-4-hydroxy-quinoline-2-carboxylic acid 
• 495409-73-9 3-bromo-4-hydroxy-quinoline-2-carboxylic acid methyl ester 

Downstream Products

• 74575-17-0 3-bromo-4-chloroquinoline 
• 41320-96-1 3,4-dibromoquinoline 
• 36255-25-1 3-bromo-4-methoxy-quinoline 
• 94328-67-3 1-benzyl-3-bromoquinolin-4(1H)-one 
• 1093736-68-5 4-(4-chlorophenyl)-3-(p-tosyl)quinoline hydrochloride 
• 1093733-89-1 4-(4-chlorophenyl)-3-(p-tosyl)quinoline 
• 1360597-99-4 methyl-(3-phenylsulfonylquinolin-4-yl)amine 
• 1360598-51-1 4-chloro-3-(phenylsulfonyl)quinoline 
• 1360598-50-0 3-(phenylsulfonyl)quinoline-4-ol 
• 1360598-49-7 3-phenylthioquinolin-4-ol 
• 1312180-90-7 4-(4'-methoxyphenyl)-3-(3'-nitrophenyl)quinoline 
• 1312180-94-1 3-(4'-methoxyphenyl)-4-(3'-nitrophenyl)quinoline 
• 1312180-92-9 4-(4'-methoxyphenyl)-3-(2'-thienyl)quinoline 
• 1312180-96-3 3-(4'-methoxyphenyl)-4-(2'-thienyl)quinoline 

Relevant academic research and scientific papers

Catalytic atroposelective dynamic kinetic resolutions and kinetic resolutions towards 3-arylquinolinesviaSNAr

Herein we report the catalytic atroposelective syntheses of pharmaceutically relevant 3-arylquinolinesviathe nucleophilic aromatic substitution (SNAr) of thiophenols into 3-aryl-2-fluoroquinolines mediated by catalytic amounts of Cinchona alkaloid-derived ureas. These reactions displayed a spectrum of dynamic kinetic resolution (DKR) and kinetic resolution (KR) characters depending upon the stereochemical stability of the starting material. Low barrier substrates proceededviaDKR while higher barrier substrates proceededviaKR. On the other hand, substrates with intermediate stabilities displayed hallmarks of both DKR and KR. Finally, we also show that we can functionalize the atropisomerically enriched quinolines into pharmaceutically privileged scaffolds with minimal observed racemization.

Studies of one-pot double couplings on dibromoquinolines

In a series of studies, the regioselectivity of Suzuki couplings of dibromoquinolines has been investigated. In general, it is much harder to achieve high levels of regioselectivity in these systems compared to many of the other dibromoheteroaromatics that have been studied. Useful levels of selectivity could be achieved for both a 5,7-dibromoquinoline as well as 3,4-dibromoquinoline. Double Suzuki couplings could also be achieved on these two compounds.