22114-38-1

Usage

Uses

Used in Pharmaceutical Industry:
Pyrimidine, 2-methyl-4,6-diphenylis utilized as a building block for the synthesis of various drugs and pharmaceuticals. Its unique structure and functional groups make it a valuable component in the creation of new compounds with potential therapeutic applications.
Used in Research and Development:
Pyrimidine, 2-methyl-4,6-diphenylis employed in the research and development of new chemical entities with potential biological and pharmacological activities. Its versatility in organic synthesis allows for the exploration of its properties and interactions with other molecules, paving the way for the discovery of innovative treatments and therapies.
Used in Organic Synthesis:
As an important intermediate in organic synthesis, Pyrimidine, 2-methyl-4,6-diphenylplays a crucial role in the development of novel therapeutic agents. Its ability to form various derivatives and participate in different chemical reactions contributes to the advancement of medicinal chemistry and the creation of new drugs with improved efficacy and safety profiles.

Upstream product

• 1154-63-8 1-(3,5-diphenyl-1H-pyrazol-1-yl)ethanone 
• 70769-74-3 3-ethylsulfanyl-1,3-diphenylprop-2-en-1-one 
• 143-37-3 acetamidine 
• 22123-87-1 5,7-diphenyl-2,3-dihydro-1,4-diazepine 
• 124-42-5 acetamidine hydrochloride 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 591-50-4 iodobenzene 
• 536-74-3 phenylacetylene 
• 1780-26-3 2,4-dichloro-2-methylpyrimidine 
• 98-80-6 phenylboronic acid 
• 94-41-7 benzalacetophenone 
• 100-52-7 benzaldehyde 
• 98-86-2 acetophenone 
• 98-85-1 1-Phenylethanol 

Relevant academic research and scientific papers

2-Arylvinylpyrimidines versus 4-arylvinylpyrimidines: Synthesis and comparison of the optical properties

Condensation of donor-substituted aldehydes on methylpyrimidine led to two series of fluorescent molecules depending on the position of the methyl group. Whereas highly emissive 4-arylvinylpyrimidine derivatives are well-known, this is the first example of fluorescent 2-arylvinylpyrimidine compounds. The optical properties of the two families have been thoroughly compared. Whereas the series derived from 2-methylpyrimidine exhibit a blue shift in absorption and emission in comparison with 4-arylvinylpyrimidine, the influence of the position is less predictable on the fluorescence quantum yield. These compounds also exhibit halochromism: when adding acid, a bathotromic shift is observed in absorption whereas an increase of the fluorescence intensity which is red-shifted except for amino derivatives (a progressive quench of emission is observed in these cases). An emission solvatochromism study has shown that a higher intramolecular charge transfer seems to occur in 2-arylvinylpyrimidines than in 4-arylvinylpyrimidines.

One-pot synthesis of polysubstituted pyrimidines

A series of polysubstituted pyrimidines were synthesized from in situ generated α,β-unsaturated imines and the corresponding amidine or guanidine derivatives in a convenient one-pot procedure.

A novel tautomerism in alkyl dihydropyrimidines: Observation of tautomerism by H-D exchange of 2- and/or 4-methyl protons of dihydropyrimidines in CD3OD

A novel tautomerism was found in dihydropyrimidines such as 2-amino-4,6,6-trimethyldihydropyrimidine 1 and 2,4,6,6-tetramethyldihydropyrimidine 2 by the observation of H-D exchange on both 4-methyl protons of 1 and 2,4-dimethyl protons of 2 by the treatme

Iron-Catalyzed Alkyne-Based Multicomponent Synthesis of Pyrimidines under Air

An iron-catalyzed sustainable, economically affordable, and eco-friendly synthetic protocol for the construction of various trisubstituted pyrimidines is described. A wide range of trisubstituted pyrimidines were prepared using a well-defined, easy to prepare, bench-stable, and phosphine-free iron catalyst featuring a redox-noninnocent tridentate arylazo pincer under comparatively mild aerobic conditions via dehydrogenative functionalization of alcohols with alkynes and amidines.

Iron Catalyzed Synthesis of Pyrimidines Under Air

Herein we report an iron-catalyzed multicomponent dehydrogenative functionalization of alcohols to pyrimidines under atmospheric conditions. Using a well-defined Fe(II)-complex featuring redox noninnocent 2-phenylazo-(1,10-phenanthroline) ligand, as a cat

Mechanistic insight into the azo radical-promoted dehydrogenation of heteroarene towards N-heterocycles

Borrowing hydrogenation-promoted annulations are considered to be important reactions to synthesize wide variety of N-heterocycles. In these processes, the dehydrogenation of saturated heteroarenes in the late stage is generally required to furnish the desired N-heterocycle. However, in a one-pot, multistep heterocycle synthesis, this step is not well elucidated, and the role of the catalyst is not thoroughly understood. Furthermore, the use of copious amount of base at elevated temperatures further complicates this matter and casts doubt on the involvement of the catalyst in heteroarene dehydrogenation. Herein, we report a molecularly defined nickel catalyst, which can perform two annulation reactions under mild conditions (80 °C, 8 h), towards the sustainable synthesis of triazine and pyrimidine. Mechanistically, we clearly describe the important role of the catalyst in promoting the dehydrogenation of heteroarenes. The binding of the saturated heterocycle to the metal catalyst undergoes a pre-equilibrium step (K = 238 at 80 °C), which is followed by a crucial hydrogen atom transfer. A series of kinetics experiments including Van't Hoff, Eyring analysis and interception of pyrimidinyl radical disclosed the details of the dehydrogenation process. This ligand-driven, base metal catalytic approach is significantly different from the considerably evaluated metal-ligand cooperative bond activation strategies, which may offer an alternative dehydrogenation pathway that demands less energy. This journal is

Cooperative ruthenium complex catalyzed multicomponent synthesis of pyrimidines

A new set of 2-(2-benzimidazolyl) pyridine ligand based air and moisture stable ruthenium complexes were synthesized and characterized. The catalytic behaviors of these complexes were evaluated towards the multicomponent synthesis of highly substituted py

Copper-catalyzed three-component synthesis of pyrimidines from amidines and alcohols

An efficient copper-catalyzed one-pot three-component reaction of amidines, primary alcohols and secondary alcohols has been developed to synthesize multisubstituted pyrimidines. The significant merits of this method involve high atom efficiency, good fun

Pyrimidine as an Aryl C-H Activating Group

The Pd-catalyzed regioselective C-H activation/arylation, /iodination, and/acetoxylation reactions of 4-arylpyrimidines using aryl iodides, N-iodosuccinimide, and (diacetoxyiodo)benzene respectively as coupling partners are described. Suzuki-Miyaura coupl

Synthesis and biological evaluation of pyrimidine bridged combretastatin derivatives as potential anticancer agents and mechanistic studies

A number of pyrimidine bridged combretastatin derivatives were designed, synthesized and evaluated for anticancer activities against breast cancer (MCF-7) and lung cancer (A549) cell lines using MTT assays. Most of the synthesized compounds displayed good