40154-75-4

Usage

Uses

Used in Organic Synthesis:
(R)-1-Pyridin-3-yl-ethylaMine 2HCl is utilized as a key building block in the synthesis of various pharmaceuticals, agrochemicals, and biologically active compounds, contributing to the development of new and improved chemical entities.
Used in Chemical Research:
As a reagent, (R)-1-Pyridin-3-yl-ethylaMine 2HCl is employed in the preparation of drug intermediates, playing a crucial role in advancing chemical research and the discovery of novel compounds.
Used in Pharmaceutical Industry:
(R)-1-Pyridin-3-yl-ethylaMine 2HCl is used as an important chemical intermediate for the production of a wide range of organic compounds, particularly in the pharmaceutical sector, where it aids in the creation of new medications and therapeutic agents.
Used in Asymmetric Catalysis:
(R)-1-Pyridin-3-yl-ethylaMine 2HCl is used as a chiral building block for the synthesis of chiral ligands, which are essential in asymmetric catalysis, a technique that allows for the selective formation of enantiomers in chemical reactions, crucial for the production of enantiomerically pure compounds in the pharmaceutical and chemical industries.

Upstream product

• 56129-55-6 1-pyridin-3-yl-ethylamine 
• 1013624-59-3 (R)-2-methyl-N-(1-(pyridin-3-yl)ethyl)propane-2-sulfinamide 
• 350-03-8 methyl-3-pyridylketone 
• 926921-86-0 (R_S)-N-[1-(pyridin-3-yl)ethylidene]-2-methylpropane-2-sulfinamide 
• 926921-91-7 (R_S,R)-N-[1-(pyridin-3-yl)ethyl]-2-methylpropane-2-sulfinamide 

Downstream Products

• 911825-77-9 (R)-tert-butyl 5-(5-cyano-2-nitrophenylamino)-2-oxo-3-(1-(pyridin-3-yl)ethyl)-2,3-dihydroimidazo[4,5-b]pyridine-1-carboxylate 
• 1026789-62-7 (R)-tert-butyl 5-(2-amino-5-cyanophenylamino)-2-oxo-3-(1-(pyridin-3-yl)ethyl)-2,3-dihydroimidazo[4,5-b]pyridine-1-carboxylate 
• 911825-75-7 (R)-tert-butyl 2,4-dimethoxybenzyl-(2-oxo-3-(1-(pyridin-3-yl)ethyl)-2,3-dihydro-1H-imidazo[4,5-b]pyridin-5-yl)carbamate 
• 1026789-59-2 (R)-tert-butyl 2,4-dimethoxybenzyl-(5-nitro-6-(1-(pyridin-3-yl)ethylamino)pyridin-2-yl)carbamate 
• 1026789-60-5 (R)-tert-butyl 2,4-dimethoxybenzyl-(5-amino-6-(1-(pyridin-3-yl)ethylamino)pyridin-2-yl)carbamate 
• 911825-74-6 (R)-N₆-(2,4-dimethoxybenzyl)-3-nitro-N₂-(1-(pyridin-3-yl)ethyl)pyridine-2,6-diamine 

Relevant academic research and scientific papers

Stereospecific Intramolecular Arylation of 2- and 3-Pyridyl Substituted Alkylamines via Configurationally Stable α-Pyridyl Organolithiums

Treatment of N′-aryl urea derivatives of enantiomerically enriched α-(2-pyridyl) and α-(3-pyridyl)alkylamines with a base leads to the migration of the N′-aryl substituent from N to C in a nonclassical' intramolecular nucleophilic aromatic substitution re

Asymmetric Biocatalytic Synthesis of Fluorinated Pyridines through Transesterification or Transamination: Computational Insights into the Reactivity of Transaminases

The synthesis of a family of pyridines bearing a fluorinated substituent on the aromatic ring has been carried out through two independent and highly stereoselective chemoenzymatic strategies. Short chemical synthetic routes toward fluorinated racemic amines and prochiral ketones have been developed, which served as substrates to explore the suitability of lipases and transaminases in asymmetric biotransformations. The lipase-catalyzed kinetic resolution via acylation of racemic amines proceeded smoothly giving conversions close to 50% and excellent enantioselectivities. Alternatively, the biotransamination of the corresponding prochiral ketones was investigated giving access to both optically pure amine enantiomers using transaminases with complementary selectivity. High to quantitative conversion values were achieved, which allowed the isolation of the amines in moderate to high yields (40–88%). A deeper understanding of the latter process was enabled by performing theoretical calculations on thermodynamic and mechanistic aspects. Calculations showed that the biotransamination reactions are highly favoured by the presence of fluorine atoms and the pyridine ring. (Figure presented.).

Asymmetric Biocatalytic Amination of Ketones at the Expense of NH3 and Molecular Hydrogen

A biocatalytic system is presented for the stereoselective amination of ketones at the expense of NH3 and molecular hydrogen. By using a NAD+-reducing hydrogenase, an alanine dehydrogenase, and a suitable ω-transaminase, the R- as well as the S-enantiomer of various amines could be prepared with up to >99% ee and 98% conversion. (Chemical Equation Presented).

Transaminases applied to the synthesis of high added-value enantiopure amines

Critical parameters affecting the stereoselective amination of (hetero)aromatic ketones using transaminases have been studied, such as temperature, pH, substrate concentration, cosolvent, and source and percentage of amino donor, to further optimize the production of enantiopure amines using both (S)- and (R)-selective biocatalysts from commercial suppliers. Interesting enantiopure amino building blocks have been obtained, overcoming some limitations of traditional chemical synthetic methods. Representative processes were scaled up, affording halogenated and heteroaromatic amines in enantiomerically pure form and good isolated yields.

A fast and sensitive assay for measuring the activity and enantioselectivity of transaminases

A fast and sensitive method for screening transaminase activity and enantioselectivity, using d- and l-amino acid oxidases, allows new amine substrates to be rapidly identified. The Royal Society of Chemistry 2011.

Efficient kinetic resolution of racemic amines using a transaminase in combination with an amino acid oxidase

A range of enantiomerically pure (R)- and (S)-configured chiral amines has been prepared in excellent e.e. (99%) by combining a transaminase enzyme with an amino acid oxidase and catalytic quantities of pyruvate.

An easy route to optically active 1-substituted-1-pyridyl-methylamines by diastereoselective reduction of enantiopure N-tert-butanesulfinyl ketimines

The reduction of enantiopure N-tert-butanesulfinyl ketimines derived from pyridyl ketones afforded the related N-tert-butanesulfinyl amines with high yields and diastereoselectivities.