28217-95-0

Usage

Uses

Used in the Food Industry:
Pyrazine, 2-(phenylMethyl)is used as a flavoring agent for its aromatic and spicy scent, enhancing the taste profiles of chocolate and coffee-flavored products.
Used in the Fragrance Industry:
Pyrazine, 2-(phenylMethyl)is utilized as a key ingredient in the creation of various fragrances, capitalizing on its strong and distinctive odor.
Used in the Pharmaceutical Industry:
Pyrazine, 2-(phenylMethyl)is employed in the development of pharmaceuticals, potentially contributing to the scent or chemical composition of medications.
Used in Organic Synthesis:
It serves as a building block and intermediate in the synthesis of organic compounds, facilitating the creation of a range of chemical products.
Used in Material Development:
Pyrazine, 2-(phenylMethyl)has potential applications in the development of new materials, where its unique properties can be leveraged to enhance or create novel material characteristics.

Upstream product

• 62673-31-8 benzyl(bromo)zinc 
• 21948-70-9 2-(methylthio)pyrazine 
• 108-90-7 chlorobenzene 
• 108-86-1 bromobenzene 
• 1251919-99-9 potassium 2-(pyrazin-2-yl)acetate 
• 100-52-7 benzaldehyde 
• 98792-43-9 (α-hydroxybenzyl)pyrazine 
• 100-59-4 phenylmagnesium chloride 
• 5780-66-5 pyrazinecarboxaldehyde 
• 140-29-4 phenylacetonitrile 
• 90210-53-0 2-benzylpyrazine N₁-oxide 

Downstream Products

• 126474-10-0 2-[Phenyl-(4-trimethylsilanyl-but-3-ynyloxy)-methyl]-pyrazine 
• 126474-16-6 8-Phenyl-4-trimethylsilanyl-5,8-dihydro-6H-pyrano[3,4-b]pyridine 
• 126474-17-7 1-Phenyl-5-trimethylsilanyl-3,4-dihydro-1H-pyrano[3,4-c]pyridine 
• 126473-95-8 α-phenyl-α-(3-butynyloxy)methylpyrazine 
• 126474-03-1 1-Phenyl-3,4-dihydro-1H-pyrano[3,4-c]pyridine 
• 126474-02-0 8-Phenyl-5,8-dihydro-6H-pyrano[3,4-b]pyridine 
• 126474-01-9 α-bromo-α-phenylmethylpyrazine 
• 90210-53-0 2-benzylpyrazine N₁-oxide 
• 90210-59-6 3-Benzylpyrazine 1-oxide 

Relevant academic research and scientific papers

Mild Condition for the Deoxygenation of α-Heteroaryl-Substituted Methanol Derivatives

A mild condition via PPh3/I2/imidazole for the deoxygenation of substituted methanol derivatives has been identified. This metal-free process was found to proceed well on secondary or tertiary alcohols substituted with one or two heteroaryl groups, and it tolerates acid-sensitive heterocycles. This condition works for methanol derivatives substituted with 2-pyridyl, 4-pyridyl, or other heterocyclic groups, allowing the negative charge formed during the reaction to resonate to a nitrogen atom. Methanol derivatives substituted with 3-pyridyl or heterocyclic groups that do not allow the negative charge formed during the reaction to resonate to a nitrogen atom will not undergo deoxygenation under this condition.

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.

PBr3-mediated unexpected reductive deoxygenation of α-aryl-pyridinemethanols: Synthesis of arylmethylpyridines

PBr3-mediated reductive deoxygenation of α-aryl-pyridinemethanols to provide arylmethylpyridines is described, the alcohol substrate scope is explored, free radical trap TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy) is introduced, and the hydrogen source of the methylene product is defined. The unexpected reaction enabled us to prepare previously inaccessible, novel EP1 antagonists.

Palladium-catalyzed decarboxylative couplings of 2-(2-Azaaryl)acetates with aryl halides and triflates

Pd-catalyzed decarboxylative cross-couplings of 2-(2-azaaryl)acetates with aryl halides and triflates have been discovered. This reaction is potentially useful for the synthesis of some functionalized pyridines, quinolines, pyrazines, benzoxazoles, and benzothiazoles. Theoretical analysis shows that the nitrogen atom at the 2-position of the heteroaromatics directly coordinates to Pd(II) in the decarboxylation transition state.

PYRIMIDINONE DERIVATIVES AND METHODS OF USE THEREOF

The present invention relates to Pyrimidinone Derivatives, compositions comprising a Pyrimidinone Derivative, and methods of using the Pyrimidinone Derivatives for treating or preventing obesity, diabetes, a metabolic disorder, a cardiovascular disease or a disorder related to the activity of G protein-coupled receptor 119 ("GPR119") in a patient.

Palladium-catalyzed 2-pyridylmethyl transfer from 2-(2-pyridyl)-ethanol derivatives to organic halides by chelation-assisted cleavage of unstrained Csp3-Csp3 bonds

(Chemical Equation Presented) Making a break for it: Treatment of 2-(2-pyridyl)ethanol derivatives with aryl chlorides in the presence of a palladium catalyst results in the transfer of the pyridylmethyl moiety of the alcohol to yield the corresponding (2-pyridyl-methyl)arene. The reaction proceeds by chelation-assisted cleavage of an Csp3-C5p3 bond (see scheme) followed by formation of a carbon-carbon bond.

Palladium-catalyzed cross-coupling of benzylzinc reagents with methylthio N-heterocycles: A new coupling reaction with unusual selectivity

Benzylzinc reagents undergo palladium-catalyzed cross-coupling reactions with methylthio-substituted N-heterocycles in moderate to good yields. 2- (Methylthio)pyrimidines are particularly reactive substrates for this reaction. As a result, the regioselectivity of 2,4-bis(methylthio)pyrimidines is opposite to that of their 2,4-dichloropyrimidine analogues. This unusual cross-coupling reaction offers new flexibility in the regioselective synthesis of substituted pyrimidines and other heterocycles.

Preparation of Heteroaryl Phenylmethanes and a 13C and 15N NMR Spectroscopic Study of their Conjugate Carbanions. Rotational Isomerism and Charge Maps of the Anions and Ranking of the Charge Demands of the Heterocycles

2-Benzylpyridazine, 4-benzylpyrimidine, 2-benzylpyrimidine and 2-benzylpyrazine, (5-8) have been prepared in order to study their 13C and 15N spectra and those of their conjugate carbanions (1-4).These systems are aza-homologues of the previously reported