769140-90-1

Usage

Uses

Used in Pharmaceutical Synthesis:
(R)-2-(1-hydroxy-2-chloroethyl)-pyridine is used as a key intermediate in the synthesis of pharmaceuticals for its ability to create more complex molecules, contributing to drug development and medicinal chemistry.
Used in Agrochemical Production:
(R)-2-(1-hydroxy-2-chloroethyl)-pyridine is also utilized as a building block in the production of agrochemicals, where its reactivity and structural properties are harnessed to develop new and improved products for agricultural applications.
Used in Organic Chemistry:
(R)-2-(1-hydroxy-2-chloroethyl)-pyridine serves as a valuable component in organic chemistry, facilitating the creation of a wide range of chemical compounds through its use in various chemical reactions.
Safety Precautions:
Given the nature of (R)-2-(1-hydroxy-2-chloroethyl)-pyridine as a chemical compound, it is crucial to follow proper handling procedures and safety precautions to ensure the well-being of individuals and the environment. This includes using appropriate protective equipment and adhering to guidelines for chemical storage and disposal.

Upstream product

• 55484-10-1 2-chloro-1-(pyridin-2-yl)ethanone 
• 1122-62-9 2-acetylpyridine 
• 109-04-6 2-bromo-pyridine 
• 109-09-1 2-chloropyridine 
• 556025-75-3 [[2-chloro-1-(2-pyridyl)ethenyl]oxy]tri-isopropylsilane 
• 556025-74-2 [[1-(2-pyridyl)ethenyl]oxy]tri-isopropylsilane 

Downstream Products

• 1251957-71-7 2-[4-(2-{[(2S)-2-hydroxy-2-(pyridin-2-yl)ethyl]amino}-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide 
• 73908-30-2 (-)-(R)-2-Pyridylethylene oxide 

Relevant academic research and scientific papers

The synthesis of two potent β-3 adrenergic receptor agonists

This contribution describes the initial preparation of two potent β-3 receptor agonists 1 and 2. Subsequent scale up of these two compounds was required for further evaluation and proceeded via a common key amine intermediate 24. Synthesis of this key intermediate by way of a Ritter reaction was a vital step in the sequence. Enantioselective Noyori hydrogenation reactions gave access to the chiral epoxides necessary to make the target compounds. Chemistry was developed for the selective dehalogenation of the 2-chloropyridyl group in the presence of a sensitive isoxazole unit to provide access to 1.

Solvent and in situ catalyst preparation impacts upon Noyori reductions of aryl-chloromethyl ketones: application to syntheses of chiral 2-amino-1-aryl-ethanols

As part of medicinal chemistry efforts we found it necessary to develop general syntheses of highly enantiomerically enriched 1-aryl-2-chloroethanols and 1-aryl-2-methylaminoethanols. A survey of literature methods suggested that a truly general approach had not yet been reported, encouraging us to undertake the development of such a methodology. This study describes the design, development, and reduction to practice of a general synthesis of chiral 1-aryl-2-chloroethanols and the transformation of these entities to highly enantiomerically enriched 1-aryl-2-methylaminoethanols. Of particular importance were observations of the impact of solvent and the method of catalyst preparation on the yield and enantiomerical excess of chlorohydrins prepared via Noyori transfer hydrogenations of aryl-chloromethyl ketones.

PROCESS TO PRODUCE ENANTIOMERICALLY ENRICHED 1-ARYL- AND 1-HETEROARYL-2-AMINOETHANOLS

The invention relates to a method of preparing enantiomerically enriched amino alcohols of Formula (I) wherein the variable R1, R2, and R3 are defined herein.