173901-03-6

Basic information

• Product Name: (R)-1-(Pyrid-3-yl)-2-chloroethanol
• Synonyms: (R)-1-(PYRID-3-YL)-2-CHLOROETHAN-1-OL;(R)-2-CHLORO-1-(3'-PYRIDYL)-1-ETHANOL;(R)-1-(Pyrid-3-yl)-2-chloroethanol;(S)-1-(Pyrid-3-yl)-2-chloroethanol;(R)-2-chloro-1-(pyridin-3-yl)ethanol;(1R)-2-Chloro-1-(3-pyridyl)ethanol;(R)-2-Chloro-1-(3-pyridyl)ethanol
• CAS NO: 173901-03-6
• Molecular Formula: C7H8ClNO
• Molecular Weight: 157.6
• Mol File: 173901-03-6.mol

Chemical Properties

• Boiling Point: 299.5 °C at 760 mmHg
• Flash Point: 134.9 °C
• Appearance: /
• Density: 1.259 g/cm³
• Vapor Pressure: 0.00053mmHg at 25°C
• Refractive Index: 1.557
• PKA: 12.53±0.20(Predicted)
• CAS DataBase Reference: (R)-1-(Pyrid-3-yl)-2-chloroethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(Pyrid-3-yl)-2-chloroethanol(173901-03-6)
• EPA Substance Registry System: (R)-1-(Pyrid-3-yl)-2-chloroethanol(173901-03-6)

Safety Data

• Hazardous Substances Data: 173901-03-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-1-(Pyrid-3-yl)-2-chloroethanol is used as an intermediate in the synthesis of chiral pharmaceuticals for [application reason]. Its unique structure allows for the creation of enantiomerically pure compounds, which are essential in the development of drugs with improved efficacy and reduced side effects.
Used in Chemical Synthesis:
(R)-1-(Pyrid-3-yl)-2-chloroethanol is used as a building block in the synthesis of various chiral compounds for [application reason]. Its versatility in chemical reactions makes it a valuable starting material for the development of new molecules with potential applications in different fields.
Used in Enzyme Research:
(R)-1-(Pyrid-3-yl)-2-chloroethanol is used as a substrate in the study of enzyme selectivity and kinetics for [application reason]. Its chiral nature provides a means to investigate the stereoselectivity of enzymes, which is important for understanding their mechanisms and optimizing their use in industrial processes.
Used in Chiral Amino(Pyridinyl)ethanol Synthesis:
(R)-1-(Pyrid-3-yl)-2-chloroethanol is used as a key intermediate in the synthetic preparation of chiral amino(pyridinyl)ethanol via lipase-mediated kinetic resolution for [application reason]. This method allows for the selective production of enantiomerically pure compounds, which are valuable in the development of pharmaceuticals and other chiral molecules.

InChI:InChI=1/C7H8ClNO/c8-4-7(10)6-2-1-3-9-5-6/h1-3,5,7,10H,4H2/t7-/m0/s1

Upstream product

• 350-03-8 methyl-3-pyridylketone 
• 61889-48-3 2-chloro-1-(3-pyridinyl)ethanone hydrochloride 
• 55484-11-2 2-chloro-1-(pyridin-3-yl)ethan-1-one 
• 108-05-4 vinyl acetate 

Downstream Products

• 174060-40-3 3-[(2R)-oxiranyl]pyridine 

Relevant articles and documents

A chemoenzymatic scalable route to optically active (R)-1-(pyridin-3-yl)-2- aminoethanol, valuable moiety of β3-adrenergic receptor agonists

Enantiomerically pure (R)-2-chloro-1-(pyridin-3-yl)ethanol has been prepared by kinetic resolution performed in the presence of Candida antarctica SP435-L lipase immobilized on a macroporous polyacrylate resin (Novozym 435). It was converted into (R)-1-(pyridin-3-yl)-2-aminoethanol, left-hand side of β3-adrenergic receptor ligands.

NOVEL SULFONAMIDE SUBSTITUTED CHROMAN DERIVATIVES USEFUL AS BETA-3 ADRENORECEPTOR AGONISTS

This invention relates to novel sulfonamide substituted chroman derivatives which are useful in the treatment of beta-3 receptor mediated conditions.

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.

INDOLE, INDAZOLE, AND BENZAZOLE DERIVATIVE

The compound of the formula (I): wherein W is a group of the following formula (VIII) binding to any possible position on the Q: Q is, together with W, a group of the formula: -C(M=C(R3A)-N(R3)-, etc.; R3A is H or optionally substituted lower alkyl; R4, R5, R6, and R7 are independently H or optionally substituted lower alkyl; R1 is optionally substituted lower alkyl, etc.; R2 is H, etc.; R3 is H, etc.; Ar is phenyl, etc., or a pharmaceutically acceptable salt thereof, where these compounds exhibiting β3-adrenoceptor-stimulating activity and being useful as a medicament for treatment of obesity, etc.

A practical synthesis of optically active aromatic epoxides via asymmetric transfer hydrogenation of α-chlorinated ketones with chiral rhodium-diamine catalyst

A practical method for the synthesis of optically active aromatic epoxides has been developed via the formation of optically active α-chlorinated alcohols and intramolecular etherification. Optically active alcohols with up to 99% ee can be obtained from

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.

2,6-Substituted chroman derivatives useful as beta-3 adrenoreceptor agonists

This invention relates to novel 2,6-substituted chroman derivatives which are useful in the treatment of beta-3 adrenoreceptor-mediated conditions.

Carboxyl substituted chroman derivatives useful as beta 3 adrenoreceptor agonists

This invention is related to novel carboxyl substituted chroman derivatives which are useful in the treatment of beta-3 receptor mediated conditions.

CARBOXYL SUBSTITUTED CHROMAN DERIVATIVES USEFUL AS BETA 3 ADRENORECEPTOR AGONISTS

This invention is related to novel carboxyl substituted chroman derivatives which are useful in the treatment of beta-3 receptor mediated conditions.

SULFONAMIDE SUBSTITUTED CHROMAN DERIVATIVES USEFUL AS BETA 3 ADRENORECEPTOR AGONISTS

This invention related to novel sulfonamide substituted chroman derivatives which are useful in the treatment of beta-3 receptor mediated conditions.