5162-74-3

Usage

Uses

Used in Pharmaceutical Research:
5-Bromo-4-(thiophen-2-yl)pyrimidine is used as a key intermediate in the synthesis of pharmaceuticals for its potential therapeutic applications.
Used in Agrochemical Research:
5-Bromo-4-(thiophen-2-yl)pyrimidine is also utilized in the development of agrochemicals, serving as an essential intermediate in the creation of various agricultural products.
Used in Organic Synthesis:
5-Bromo-4-(thiophen-2-yl)pyrimidine is employed as a versatile intermediate in the production of other organic compounds, contributing to the advancement of organic synthesis techniques.
Used in Medicinal Chemistry:
Due to its diverse biological activities, 5-Bromo-4-(thiophen-2-yl)pyrimidine is an important compound in medicinal chemistry, playing a significant role in the discovery and development of new drugs.

InChI:InChI=1/C8H5BrN2S/c9-6-4-10-5-11-8(6)7-2-1-3-12-7/h1-5H

Upstream product

• 1384164-55-9 5-bromo-4-thiophen-2-yl-3,4-dihydropyrimidinium trifluoroacetate 
• 188290-36-0 thiophene 
• 4595-59-9 5-bromopyrimidine 

Downstream Products

• 1616377-61-7 (E)-5-styryl-4-thiophen-2-ylpyrimidine 
• 1438096-67-3 C₁₈H₁₂N₂S₂ 
• 1438096-77-5 C₁₈H₁₂N₂S₂ 
• 13689-19-5 tricyclohexylphosphine oxide 
• 1438096-62-8 5-[2,2′]bithio-phenyl-5-yl-4-thiophen-2-ylpyrimidine 
• 1438096-72-0 C₁₆H₁₀N₂S₃ 

Relevant academic research and scientific papers

Heteroacenes Bearing the Pyrimidine Scaffold: Synthesis, Photophysical and Electrochemical Properties

A convenient synthetic route to novel 7-substituted benzo[f]thieno[3,2-h]quinazoline and 8-substituted benzo[g,h]dithieno[2,3-e:3′,2′-j]perimidine systems, bearing the fused pyrimidine ring, has been advanced. A commercially available 5-bromopyrimidine was used as the starting material to obtain various polycyclic systems through the sequence of nucleophilic aromatic substitution of hydrogen (the SNH reaction), Suzuki cross-coupling and oxidative photocyclization. Evidence for the structure of benzo[g,h]dithieno[2,3-e:3′,2′-j]perimidines has been obtained by X-ray crystallographic analysis. Molecular orbital calculations (DFT), as well as redox and optical measurements for all new compounds have been performed. The data show that the reported polycyclic systems have potential for use in organic electronic applications. A convenient route to a new class of diazapyrene systems, bearing the fused pyrimidine ring, is presented along with their optoelectronic properties. The photophysical and electrochemical properties of these thienoazaacenes have been investigated by UV/Vis absorption and photoluminescence spectrophotometry. Cyclic voltammetry, and X-ray crystallography studies have also been performed.

Dithienoquinazolines - A convenient synthesis by the oxidative photocyclization of 4,5-dithienyl-substituted pyrimidines and their photophysical properties

A convenient synthetic route to novel thienoacene systems bearing a fused pyrimidine ring has been advanced. The commercially available 5-bromopyrimidine was used as the starting material to obtain various dithienoquinazoline systems through nucleophilic aromatic substitution of hydrogen (the SN H reaction), Suzuki cross-coupling, and oxidative photocyclization. The redox and optical properties of some of the new compounds have been investigated. The data obtained show the potential of dithienoquinazoline systems in organic electronic applications.

Synthesis and antituberculosis activity of novel 5-styryl-4-(hetero)aryl- pyrimidines via combination of the Pd-catalyzed Suzuki cross-coupling and S NH reactions

Combination of the Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen (SNH) reactions proved to be a convenient method for the synthesis of 5-styryl-4-(hetero)aryl substituted pyrimidines from commercially avail

Combination of the Suzuki-Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (SNH) reactions as a versatile route to pyrimidines bearing thiophene fragments

It has been shown that combination of the Suzuki-Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen is a versatile method for the synthesis of 4-(thiophen-2-yl)-, 5-(thiophen-2-yl)-, and 4,5-di(thiophen-2-yl) substituted pyrimidines from the commercially available 5-bromopyrimidine. The SNH (AE)- and SNH (AO)-reactions of 5-bromopyrimidine with thiophene and 2-bromothiophene have been studied by gas-liquid chromatography/mass-spectrometry. The structures of intermediate σH-adducts, as well as thiophene-(thiophenyl)pyrimidine and bithiophene-(thiophenyl)pyrimidine dyads have first been established by X-ray crystallography analysis.