56734-10-2

Usage

Uses

Used in Pharmaceutical Development:
2-METHYLSULFANYL-4-PHENYLPYRIMIDINE is used as a key intermediate in the synthesis of various pharmaceutical compounds due to its distinctive molecular structure. Its presence in the synthesis process can contribute to the development of new drugs with novel mechanisms of action and therapeutic profiles.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 2-METHYLSULFANYL-4-PHENYLPYRIMIDINE serves as a valuable component in the design and study of new drug candidates. Its incorporation into molecular structures can lead to the discovery of compounds with improved pharmacological properties, such as enhanced efficacy, selectivity, and reduced side effects.
Used in Drug Synthesis:
2-METHYLSULFANYL-4-PHENYLPYRIMIDINE is utilized as a building block in the synthesis of pharmaceuticals, where its pyrimidine ring system can be further modified to create a diverse array of drug-like molecules. This versatility is crucial for the advancement of drug discovery and the creation of innovative therapeutic agents.
While the specific applications in different industries are not detailed in the provided materials, the general uses of 2-METHYLSULFANYL-4-PHENYLPYRIMIDINE are primarily in the pharmaceutical and medicinal chemistry sectors, where its unique structural features are leveraged for the development of new drugs and the enhancement of existing ones.

Upstream product

• 49844-90-8 4-Chloro-2-methylthiopyrimidine 
• 823-09-6 2-(methylsulfanyl)pyrimidine 
• 591-51-5 phenyllithium 
• 5751-20-2 2-Methylthiouracil 
• 98-80-6 phenylboronic acid 
• 60414-59-7 4-phenyl-pyrimidine-2-thiol 
• 74-88-4 methyl iodide 
• 1722-12-9 2-chloropyrimidine 
• 13036-50-5 2-chloro-4-phenylpyrimidine 
• 5188-07-8 sodium thiomethoxide 
• 100-58-3 phenylmagnesium bromide 
• 56035-29-1 2-methylthio-6-phenyl-3,4-dihydropyrimidin-4-one 
• 77995-06-3 5-ethoxycarbonyl-6-(4'-fluorophenyl)-2-(methylamino)pyrimidine 
• 149771-15-3 2-Methylsulfanyl-4-phenyl-pyrimidine-5-carboxylic acid 

Downstream Products

• 77232-22-5 2-(4-methylphenyl)-4-phenylpyrimidine 
• 56734-11-3 2-methanesulphonyl-4-phenylpyrimidine 
• 59807-21-5 2-(methylsulfanyl)-4,6-diphenylpyrimidine 

Relevant academic research and scientific papers

A general regioselective synthesis of 2,4-diarylpyrimidines from 2-thiouracil through two orthogonal cross-coupling reactions

A novel efficient synthesis of 2,4-diarylpyrimidines was developed based on phosphonium-mediated Suzuki coupling of 2-(methylsulfanyl)pyrimidin-4(3H)-one (at position 4) followed by the Liebeskind-Srogl cross-coupling (at position 2) under microwave irradiation. Georg Thieme Verlag Stuttgart · New York.

Pyrimidine-core extended π-systems: General synthesis and interesting fluorescent properties

We have developed a simple but powerful synthetic strategy that permits the assembly of π-systems onto a pyrimidine core in a programmable and diversity-oriented format. The nucleophilic addition of ArLi to 2-methylthiopyrimidine, followed by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) oxidation, resulted in the production of 4-aryl-2-methylthiopyrimidines. The iterative reaction sequence then gave 4,6-diaryl-2-methylthiopyrimidines. The resulting adduct was further allowed to react with ArMgBr under the catalytic influence of NiCl2(dppe) to afford 2,4,6-triarylpyrimidines. By following this synthetic scheme, interesting pyrimidine-core π-systems were rapidly constructed in a programmable fashion. The successful discovery of a number of interesting fluorescent materials and properties (e.g., solvatofluorochromism) speaks well for the potential of our platform strategy in the development of functional organic materials. Copyright

Iron catalyzed cross coupling reactions of aromatic compounds

A process for the production of compounds Ar—R1 by means of a cross-coupling reaction of an organometallic reagent R1—M with an aromatic or heteroaromatic substrate Ar—X catalyzed by one or several iron salts or iron complexes as catalysts or pre-catalysts, present homogeneously or heterogeneously in the reaction mixture. This new invention exhibits substantial advantages over established cross coupling methodology using palladium- or nickel complexes as the catalysts. Most notable aspects are the fact that (i) expensive and/or toxic nobel metal catalysts are replaced by cheap, stable, commercially available and toxicologically benign iron salts or iron complexes as the catalysts or pre-catalysts, (ii) commercially attractive aryl chlorides as well as various aryl sulfonates can be used as starting materials, (iii) the reaction can be performed under “ligand-free” conditons, and (iv) the reaction times are usually very short.

Iron-catalyzed cross-coupling reactions

Simple iron salts such as FeCln, Fe(acac)n (n = 2,3) or the salen complex 4 turned out to be highly efficient, cheap, toxicologically benign, and environmentally friendly precatalysts for a host of cross-coupling reactions of alkyl o

Synthesis, antiviral (HSV-1) and antimycotic activities of ethyl or methyl 2,4-disubstituted 5-pyrimidinecarboxylates, 2,4-disubstituted 5-pyrimidinecarboxylic acids and 2,4-disubstituted pyrimidines

The synthesis of ethyl or methyl 4-substituted or unsubstituted 2-methylthio-5-pyrimidinecarboxylates 3 a-i and 8 o mainly by reaction of ethyl or methyl 2-dimethylaminomethylene-3-oxoalkanoates with 2-methylisothiourea is described. Also some ethyl 2-sub

STANNYLATION REACTIONS AND CROSS-COUPLINGS IN PYRIMIDINES

Pyrimidines have been stannylated in the activated 4-position by thermal decarboxylation of the corresponding carboxylic organotin esters.The decarboxylation can be catalyzed by bis(acetonitrile)palladium(II) dichloride. 4-Iodopyrimidines are 4-stannylate

Regiochemistry in Pd-Catalysed Organotin Reactions with Halopyrimidines

Chlorines in activated pyrimidine position is replaced by carbon substituents in Pd-catalysed reactions with organotin compounds.The 4(6)-position is more reactive than the 2-position allowing for regioselective coupling in 2,4(6)-dihalopyrimidines.A bromine substituent is required for coupling in the benzenoid 5-position.In 5-bromo-2,4-dichloropyrimidine the 4-chlorine is replaced before the 5-bromine and the latter before the 2-chloro substituent, all in a regioselective manner.The methodology can be used to introduce functionalized carbon substituents into any pyrimidine position.

REACTIONS OF HETEROCYCLIC CATIONS WITH N-CONTAINING NUCLEOPHILES. 14. RECYCLIZATION OF 2,6-DIPHENYLPYRYLIUM PERCHLORATE UNDER THE INFLUENCE OF NUCLEOPHILES WITH AN N-C-N FRAGMENT

The recyclization of 2,6-diphenylpyrylium perchlorate under the influence of isothioureas, guanidine, 2-aminobenzimidazoles, 2-aminonaphthimidazole, 2-aminothiazole, 2-aminobenzothiazole, and 2-aminopyridine was studied.The examined reactions lead to monocyclic or condensed pyrimidines.

(Substituted-phenyl)-1,2,4-triazolo[4,3-a]-pyrimidines and (substituted-phenyl)-1,2,4-triazolo[1,5-a]pyrimidines

This disclosure describes substituted 1,2,4-triazolo[1,5-a]pyrimidines and substituted 1,2,4-triazolo[4,3-a]pyrimidines which possess anxiolytic activity.