169050-05-9

Usage

Uses

Used in Organic Synthesis:
3-(5-Bromo-2-thienyl)pyridine is used as a key intermediate in the synthesis of more complex organic molecules, contributing to the development of novel chemical entities with potential applications in various fields.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3-(5-Bromo-2-thienyl)pyridine is utilized as a pharmaceutical intermediate, playing a crucial role in the development of new medications for a wide range of conditions. Its unique structure and properties make it a promising candidate for further research and testing to fully explore its potential uses and therapeutic applications.

InChI:InChI=1/C9H6BrNS/c10-9-4-3-8(12-9)7-2-1-5-11-6-7/h1-6H

Upstream product

• 21298-53-3 3-thiophen-2-yl-pyridine 
• 626-55-1 3-Bromopyridine 
• 220565-63-9 pyridin-3-ylzinc(II) bromide 
• 3141-27-3 2,5-dibromothiophen 
• 54663-78-4 tributyl(thien-2-yl)stannane 
• 278803-20-6 5-(pyridin-3-yl)thiophene-2-carboxylic acid 
• 1692-25-7 3-pyridylboronic acid 

Relevant academic research and scientific papers

A Straightforward Synthesis to Novel 1,10-Phenanthrolines with Fused Thiophene Structure

We report here a straightforward synthesis for a series of new structures with fused 1,10-phenanthroline-thiophene connection. They are synthesized with a modified Hinsberg thiophene procedure, followed by successive modification to yield several 5,7-disubstituted thieno[3,4- f ][1,10]phenanthrolines, most notable thiophene-substituted compounds that could be potentially of use for organic electronics applications. For some selected examples, crystal structures were obtained, showing a nearly coplanar arrangement around the fused connection, also beneficial for an effective electron transfer in organic electronics or solar cells.

AN EFFICIENT METHOD FOR SYNTHESIS OF 5-(3-PYRIDYL)-2,2'-BITHIOPHENE(SENSITIZER)

The present invention discloses an efficient process for synthesis of photosensitizer, 5-(3-pyridyl)-2,2'-bithiophene in high yield and purity.

Orientational self-sorting: formation of structurally defined Pd4L8and Pd6L12cages from low-symmetry dipyridyl ligands

Tetra- and hexanuclear coordination cages were obtained in reactions of [Pd(CH3CN)4](BF4)2with low-symmetry dipyridyl ligands. In both cases, only one structurally defined complex was formed out of a vast pool of potential isomers.

Decarboxylative Bromination of Heteroarenes: Initial Mechanistic Insights

After an initial report from our laboratory describing metal-free decarboxylative halogenation of various azaheteroarenes, we set out to investigate the possible mechanism by which this chemistry occurs. Evidence from this mechanistic investigation sugges

Synthesis and antibacterial activity of novel C12 vinyl ketolides

A novel series of C12 vinyl erythromycin derivatives have been discovered which exhibit in vitro and in vivo potency against key respiratory pathogens. The C12 modification involves replacing the natural C 12 methyl group in the erythromycin core with a vinyl group via chemical synthesis. From the C12 vinyl macrolide core, a series of C12 vinyl ketolides was prepared. Several compounds were found to be potent against macrolide-sensitive and -resistant bacteria. The C12 vinyl ketolides 6j and 6k showed a similar antimicrobial spectrum and comparable activity to the commercial ketolide telithromycin. However, the pharmacokinetic profiles of C12 vinyl ketolides 6j and 6k in rats differ from that of telithromycin by having higher lung-to-plasma ratios, larger volumes of distribution, and longer half-lives. These pharmacokinetic differences have a pharmacodynamic effect as both 6j and 6k exhibited better in vivo efficacy than telithromycin in rat lung infection models against Streptococcus pneumoniae and Haemophilus influenzae.

Pyridine-Substituted Hydroxythiophenes. V. Preparation of 5-(2-, 3- and 4-pyridyl)-2-hydroxythiophenes

5-(2-, 3- and 4-Pyridyl)-2-t-butoxythiophenes have been prepared in very good yields by Pd(O) catalyzed cross-coupling of the three isomeric bromopyridines with 5-trimethylstannyl-2-t-butoxythiophene derived from 2-bromothiophene via 2-t-butoxythiophene.Dealkylation of 5-(2-, 3- and 4-pyridyl)-2-t-butoxythiophenes with boron trifluoride etherate in dichloromethane at room temperature led to predominant formation of rearranged products, 5-(2- and 3-pyridyl)-3-t-butyl-3-thiolene-2-ones, together with a small amount of 5-(2- and 3-pyridyl)-2-hydroxythiophenes as a mixture of two tautomeric keto forms in the case of the 2-pyridyl and the 3-pyridyl isomers, and exclusive formation of rearranged product in the case of the 4-pyridyl isomer.However, dealkylation of 2-methoxy-5-(2-, 3- and 4-pyridyl)thiophenes, prepared similarly to the 5-(2-, 3- and 4-pyridyl)-2-t-butoxythiophenes, with boron tribromide under the same reaction conditions as above resulted exclusively in the tautomeric mixture of 5-(2- and 3-pyridyl)-3-thiolene-2-ones and 5-(2- and 3-pyridyl)-4-thiolene-2-ones in the case of the 2-pyridyl and 3-pyridyl isomers.In case of the 4-pyridyl isomer polymerization took place.