1453854-84-6

Basic information

• Product Name: 1,2-Ethanediol, 1-(4-chloro-3-fluorophenyl)-, (1R)-
• Synonyms: 1,2-Ethanediol, 1-(4-chloro-3-fluorophenyl)-, (1R)-;(R)-1-(4-CHLORO-3-FLUOROPHENYL)ETHANE-1,2-DIOL
• CAS NO: 1453854-84-6
• Molecular Formula: C₈H₈ClFO₂
• Molecular Weight: 190.5993232
• Mol File: 1453854-84-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Ethanediol, 1-(4-chloro-3-fluorophenyl)-, (1R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Ethanediol, 1-(4-chloro-3-fluorophenyl)-, (1R)-(1453854-84-6)
• EPA Substance Registry System: 1,2-Ethanediol, 1-(4-chloro-3-fluorophenyl)-, (1R)-(1453854-84-6)

Safety Data

• Hazardous Substances Data: 1453854-84-6(Hazardous Substances Data)

Usage

General Description

1,2-Ethanediol, 1-(4-chloro-3-fluorophenyl)-, (1R)- is a chemical compound that belongs to the class of ethylene glycol derivatives. It is commonly used in the production of pharmaceuticals and in laboratory research. 1,2-Ethanediol, 1-(4-chloro-3-fluorophenyl)-, (1R)- is known for its potential use in the synthesis of various drugs and is also used as a solvent in some industrial processes. It is important to handle this chemical with caution as it can be harmful if ingested, inhaled, or comes into contact with the skin or eyes. Proper safety measures and protective equipment should be used when working with this compound.

Upstream product

• 1263414-46-5 1-chloro-2-fluoro-4-vinylbenzene 
• 860029-79-4 2-chloro-1-(4-chloro-3-fluorophenyl)ethanone 

Downstream Products

• 1453852-36-2 (S)-1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(2-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-4-yl)pyridin-2(1H)-one 
• 1453847-30-7 (S)-1-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-4-(2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2( 1H)-one 
• 1453852-38-4 1-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(2-((3S,4S)-3-fluorotetrahydro-2H-pyran-4-ylamino)pyrimidin-4-yl)pyridin-2(1H)-one 
• 1453847-36-3 1-((S)-1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-4-(2-(((3S,4S)-3-fluorotetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2( 1H)-one 
• 1453847-59-0 (S)-1-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-4-(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one 
• 1453852-63-5 (S)-2-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-5-iodopyridazin-3(2H)-one 
• 1453852-65-7 (S)-2-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-5-(2-(methylthio)pyrimidin-4-yl)pyridazin-3(2H)-one 
• 1453852-90-8 (S)-1-(2-tert-butyldimethylsilyloxy-1-(4-chloro-3-fluorophenyl)ethyl)-4-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one 
• 1453847-87-4 (S)-1-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-4-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one 
• 1453853-08-1 (S)-1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-5-fluoro-4-(2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one 
• 1453847-95-4 (S)-1-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-5-fluoro-4-(2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one 
• 1453853-16-1 (S)-1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-3-fluoro-4-(2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one 
• 1453851-59-6 (R)-2-((tert-butyldimethylsilyl)oxy)-1-(4-chloro-3-fluorophenyl)ethyl methanesulfonate 
• 1453847-97-6 (S)-1-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-3-fluoro-4-(2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one 

Relevant articles and documents

Development of a Practical Synthesis of ERK Inhibitor GDC-0994

The process development of a synthetic route to manufacture ERK inhibitor GDC-0994 on multikilogram scale is reported herein. The API was prepared as the corresponding benzenesulfonate salt in 7 steps and 41% overall yield. The synthetic route features a biocatalytic asymmetric ketone reduction, a regioselective pyridone SN2 reaction, and a safe and scalable tungstate-catalyzed sulfide oxidation. The end-game process involves a telescoped SNAr/desilylation/benzenesulfonate salt formation sequence. Finally, the development of the API crystallization allowed purging of process-related impurities, obtaining >99.5A% HPLC and >99% ee of the target molecule.

Discovery of highly potent, selective, and efficacious small molecule inhibitors of ERK1/2

Using structure-based design, a novel series of pyridone ERK1/2 inhibitors was developed. Optimization led to the identification of (S)-14k, a potent, selective, and orally bioavailable agent that inhibited tumor growth in mouse xenograft models. On the basis of its in vivo efficacy and preliminary safety profiles, (S)-14k was selected for further preclinical evaluation.

SERINE/THREONINE KINASE INHIBITORS

Compounds of Formula I or a stereoisomer, tautomer, prodrug or pharmaceutically acceptable salt thereof are provided, which are useful for the treatment of hyperproliferative, pain and inflammatory diseases. Methods of using compounds of Formula I or a stereoisomer, tautomer, prodrug or pharmaceutically acceptable salt thereof, for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions are disclosed.