57356-49-7

Usage

Uses

Used in Pharmaceutical Industry:
N-Phenyl-2-pyrimidinamine is used as an intermediate compound for the synthesis of various pharmaceutical products. Its unique structure allows it to be a key component in the development of new drugs with potential therapeutic applications.
Used in Chemical Industry:
In the chemical industry, N-Phenyl-2-pyrimidinamine is used as a building block for the preparation of nitrogen-containing heterocyclic compounds. These compounds have a wide range of applications, including the development of new materials with specific properties, such as improved stability, reactivity, or selectivity in various chemical reactions.
Used in Preparation of Nitrogen-containing Heterocyclic Hexafluoroborate:
N-Phenyl-2-pyrimidinamine is used as a starting material for the preparation of nitrogen-containing heterocyclic hexafluoroborate salts. These salts are important in the synthesis of various complex organic molecules and have potential applications in the development of new drugs, agrochemicals, and other specialty chemicals.

InChI:InChI=1/C10H9N3/c1-2-5-9(6-3-1)13-10-11-7-4-8-12-10/h1-8H,(H,11,12,13)

Upstream product

• 1722-12-9 2-chloropyrimidine 
• 62-53-3 aniline 
• 624-67-9 Propargylic aldehyde 
• 6291-89-0 phenylguanidine carbonate 
• 275-03-6 tetrazolo[1,5-a]pyrimidine 
• 71-43-2 benzene 
• 109-12-6 2-aminopyrimidine 
• 108-86-1 bromobenzene 
• 108-95-2 phenol 
• 945-51-7 1,1'-sulfinylbisbenzene 
• 139-66-2 diphenyl sulfide 
• 98-80-6 phenylboronic acid 
• 106-40-1 4-bromo-aniline 
• 591-50-4 iodobenzene 

Downstream Products

• 84062-63-5 phenyl-(1,4,5,6-tetrahydro-pyrimidin-2-yl)-amine 
• 133062-54-1 1,2-dimethyl-4-N-ethylanilinopyrimidin-6-one 
• 1283073-98-2 2,3-diphenyl-1-(pyrimidin-2-yl)-1H-indole 
• 245-55-6 Benzimidazo<1,2-a>pyrimidine 

Relevant academic research and scientific papers

Pyrimidine-directed metal-free C-H borylation of 2-pyrimidylanilines: a useful process for tetra-coordinated triarylborane synthesis

Convenient, easily handled, laboratory friendly, robust approaches to afford synthetically important organoboron compounds are currently of great interest to researchers. Among the various available strategies, a metal-free approach would be overwhelmingl

Pseudocyclic bis-N-heterocycle-stabilized iodanes - synthesis, characterization and applications

Bis-N-heterocycle-stabilized λ3-iodanes (BNHIs) based on azoles are introduced as novel structural motifs in hypervalent iodine chemistry. A performance test in a variety of benchmark reactions including sulfoxidations and phenol dearomatizations revealed a bis-N-bound pyrazole substituted BNHI as the most reactive derivative. Its solid-state structure was characterizedviaX-ray analysis implying strong intramolecular interactions between the pyrazole nitrogen atoms and the hypervalent iodine centre.

Predictable site-selective functionalization: Promoter group assistedpara-halogenation ofN-substituted(hetero)aromatics under metal-free condition

Herein, regioselectivepara-C-H halogenation ofN-pyrimidyl (hetero)aromatics through SEAr (electrophilic aromatic substitution) type reaction is disclosed. SEAr type reaction has been utilized for the C5-bromination of indolines (para-selective) withN-bromosuccinimide under metal and additive-free conditions in good to excellent yields. The developed methodology is also applicable for iodination and challenging chlorination. The pyrimidyl group is identified as a reactivity tuner that also controls the regioselectivity. The present method is also applicable for selective halogenation of aniline, pyridine, indole, oxindole, pyrazole, tetrahydroquinoline, isoquinoline, and carbazole. DFT studies such as Fukui nucleophilicity and natural charge maps also support the observedp-selectivity. Post-functionalization of the title compound into the corresponding arylated, olefinated, and dihalogenated products is achieved in a one-pot, two-step fashion. Late-stage C-H bromination was also executed on drug/natural molecules (harmine, etoricoxib, clonidine, and chlorzoxazone) to demonstrate the applicability of the developed protocol.

Asymmetric pyrene derivatives comprising amine group including heteroaryl group and organic light-emitting diode including the same

The present invention relates to a pyrene derivative represented by [chemical formula A] or [chemical formula B], and an organic light emitting diode comprising the same, wherein substituents Py_1, Py_2, Ar_1, Ar_2, Z, and m are defined in the detailed de

A Novel Modified Cross-Coupling of Phenols and Amines Using Dichloroimidazolidinedione (DCID)

Phenols are considered as an ideal alternative to aryl halides as coupling partners in cross-coupling reactions. In the present work a copper-catalyzed cross-coupling of phenols with various aromatic and aliphatic amines for the synthesis of secondary aryl amines using dichloroimidazolidinedione (DCID) as a new and efficient activating agent has been developed. Substituted phenols were compatible with the standard reaction conditions. The two proposed mechanisms, which are based on the oxidation addition of copper with Ar-OMCID (MCID: Monochloroimidazolidinedione), are also discussed.

PYRENE DERIVATIVES AND ORGANIC ELECTRO LUMINESCENT DEVICE COMPRISING SAME

The present invention relates to a pyrene based derivative compound of an asymmetric structure and an organic electroluminescent device comprising the same. The pyrene derivative according to the present invention is characterized by being represented by chemical formula A through chemical formula B. The pyrene derivative compound according to the present invention exhibits remarkably improved blue color purity as compared to an organic electroluminescent device using an existing pyrene based aryl amine derivative compound while being able to realize full color since life characteristic and luminance characteristic are excellent, thereby being able to be used in various display devices.

Cp*IrIII-Catalyzed [3+2] Annulations of N-Aryl-2-aminopyrimidines with Sulfoxonium Ylides to Access 2-Alkyl Indoles Through C–H Bond Activation

The iridium-catalyzed aromatic C–H alkylation followed by intramolecular annulation reactions between N-aryl-2-aminopyridines and sulfoxonium ylides for the synthesis of 2-alkyl indoles is described. This highly efficient and step-economical cyclization r

Palladium-Catalyzed Amination of Aryl Sulfides and Sulfoxides with Azaarylamines of Poor Nucleophilicity

The amination of aryl sulfides and sulfoxides with azaarylamines is investigated using a palladium-N-heterocyclic carbene (NHC) complex. Because azaarylamines are less nucleophilic than anilines, more reactive diaryl sulfides and sulfoxides are found to be suitable coupling partners that liberate better leaving arenethiolate or arenesulfenate anions, instead of aryl methyl sulfides as reported previously.

A VERSATILE LIGAND FOR PALLADIUM-CATALYZED META-C-H FUNCTIONALIZATIONS

A class of mono-protected 3-amino-2- hydroxypyridine (MPAHP) ligands that enable the meta- C-H arylation of anilines, phenols, phenylacetic acids, and biologically relevant heterocyclic compounds using norbornene as a transient mediator is disclosed. The applicability of this meta-arylation methodology in the pharmaceutical industry is illustrated for heteroaryl substrates and heteroaryl iodide coupling partners, a feat made possible by using the MPAHP ligand. The enabling nature of MPAHP ligands to achieve other meta-C-H functionalization processes is also illustrated by the development of a meta-C-H amination reaction and a meta-C-H alkynylation reaction.

Ruthenium-Catalyzed para-Selective C?H Alkylation of Aniline Derivatives

The para-selective C?H alkylation of aniline derivatives furnished with a pyrimidine auxiliary is herein reported. This reaction is proposed to take place via an N?H-activated cyclometalate formed in situ. Experimental and DFT mechanistic studies elucidate a dual role of the ruthenium catalyst. Here the ruthenium catalyst can undergo cyclometalation by N?H metalation (as opposed to C?H metalation in meta-selective processes) and form a redox active ruthenium species, to enable site-selective radical addition at the para position.