157160-17-3

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(R)-(1-PHENYL-ETHYL)-PYRIDIN-2-YLMETHYL-AMINE is used as a building block for the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides due to its unique chemical structure and properties.
Used in Catalyst Development for Organic Reactions:
In the field of catalysis, (R)-(1-PHENYL-ETHYL)-PYRIDIN-2-YLMETHYL-AMINE serves as a potential ligand, aiding in the development of new catalysts that can enhance the efficiency and selectivity of organic reactions.
Used in Medicinal Chemistry Research:
(R)-(1-PHENYL-ETHYL)-PYRIDIN-2-YLMETHYL-AMINE is utilized in medicinal chemistry research for studying its interactions with neurotransmitter receptors in the brain, which may lead to the discovery of new therapeutic agents for neurological disorders.

Upstream product

• 125875-26-5 N-(2-pyridylmethylene)-(R)-1-phenylethylamine 
• 1121-60-4 pyridine-2-carbaldehyde 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 890415-63-1 (R)-(+)-1-[N-(α-methylbenzylamino)]-1-(2-pyridyl)-(S)-methyldiphenylphosphine oxide 

Downstream Products

• 1046826-67-8 [RuCl(CH₃C₆H₄CH(CH₃)2)(C₆H₅CH(CH₃)NHCH₂C₅H₄N)]⁽¹⁺⁾*SbF₆^(1-)=[RuCl(CH₃C₆H₄CH(CH₃)2)(C₆H₅CH(CH₃)NHCH₂C₅H₄N)]SbF₆ 
• 1247027-58-2 (R)-N-(1-phenylethyl)-N-(pyridin-2-ylmethyl)benzamide 

Relevant academic research and scientific papers

Deciphering preferred geometries of pyridylmethylamines-based complexes: A robust strategy combining NMR, DFT and X-ray

The preparation of pyridylmethylamines (pma)-ZnBr2 and -CoBr2 complexes is described. Accurate structural informations in both solution and solid state have been obtained using an approach combining advanced NMR such as pure shift gr

Chiral Lithium Amido Zincates for Enantioselective 1,2-Additions: Auto-assembling Reagents Involving a Fully Recyclable Ligand

A methodology consisting in carrying out enantioselective nucleophilic 1,2-additions (ee values up to 97 %) from cheap, easily accessible, and never described before, chiral lithium amido zincates is presented. These multicomponent reactants auto-assemble when mixing, in a 1:1 ratio, a homoleptic diorganozinc (R2Zn) with a chiral lithium amide (CLA). The latter, obtained after a single reductive amination, plays the role of the chiral inductor and is fully recoverable thanks to a simple acid–base wash, allowing being recycled and re-use without loss of stereochemical information.

New potentially dhelating chiral magnesium amide bases for use in enantioselective deprotonation reactions

A series of chiral secondary amines, incorporating a five- or six-membered heterocycle, were synthesised and used to prepare novel chiral magnesium bisamide reagents. These amide bases were subsequently applied within asymmetric deprotonation reactions to

N-heterocyclic pyridylmethylamines: Synthesis, complexation, molecular structure, and application to asymmetric Suzuki-Miyaura and oxidative coupling reactions

The synthesis of N,N-bidentate ligands based on a π-deficient N-heterocyclic pyridylmethylamine core is described. The preparation and characterization of the corresponding N,N-ligand-palladium complexes in solution and the solid state are illustrated. Pd complexes showed a good yield and moderate catalytic activity (up to 40% ee) in the asymmetric Suzuki-Miyaura coupling reaction, leading to methoxybinaphthyl derivatives. The combination of N,N-pyridylmethylamines with cuprous iodide revealed effective catalytic systems in oxidative naphthol derivative coupling reactions, affording the corresponding binaphthyls in high yields and with enantioselectivities of up to 61%.

Enantioselective Friedel-Crafts alkylation of indole derivatives catalyzed by new Yb(OTf)3-pyridylalkylamine complexes as chiral Lewis acids

New Yb(OTf)3-pyridylalkylamine complexes have been employed as chiral Lewis acids in the enantioselective Friedel-Crafts alkylation of indole derivatives with trifluoropyruvates. The influence of the substituents as well as the configuration of

Grignard allylic substitution catalyzed by imidazol-2-ylidene- and imidazol-4-ylidene-magnesium complexes

In the presence of a catalytic amount of 1,2-disubstituted or 1,2,3-trisubstituted imidazolium salts, γ-substituted allyl chlorides reacted with alkyl Grignard reagents to undergo substitution reactions in an SN2′-selective fashion, where the magnesium ate complexes [(N-heterocyclic carbene-MgR3)-(MgX)+] of imidazol-2-ylidenes or imidazol-4-ylidenes, generated in situ, were postulated as the active species. It was observed that the reactions with imidazol-4-ylidene catalysts were faster than those with imidazol-2-ylidenes. Enantioselective catalysis using a chiral imidazolium salt was preliminarily investigated.

Aminophosphine oxides in a pyridine series. Studies on the cleavage of pyridine-2- and pyridine-4-yl-(N-benzylamino)-methyldiphenylphosphine oxides in acidic solutions

The synthesis and reactions of 1-(N-benzylamino)-1-(2-pyridyl)- and 1-(N-benzylamino)-1-(4-pyridyl)-methyldiphenylphosphine oxides are described. It was found that these compounds were exceptionally easy to cleave in aqueous sulfuric acid solutions to form diphenylphosphinic acid and the corresponding N-(pyridylmethyl)-benzylamines. The structure of a single diastereoisomer, that is, the (R)-(+)-1-[N-(α-methylbenzylamino)]-1-(4-pyridyl)-(S)-methyldiphen ylphosphine oxide was determined by X-ray crystallography. The acidic alcoholysis of the selected model chiral pyridine aminophosphine oxides was investigated by means of 31P NMR spectroscopy. The cleavage kinetics were also studied. On the basis of the obtained results, a mechanism of the cleavage was formulated.

OPTICALLY ACTIVE PYRIDINE DERIVATIVES AS CATALYSTS IN THE ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO BENZALDEHYDE

A number of optically active pyridine-carbinols and aminopyridines have been prepared and checked as enantioselective catalysts in the addition of diethylzinc to benzaldehyde.