Development of a Practical Synthesis of the Progesterone Receptor Antagonist 4-{[3-Cyclopropyl-1-(mesylmethyl)-5-methyl-1H-pyrazol-4-yl]oxy}-2,6-dimethylbenzonitrile

Autor:	Yann C. Lecouturier, Patrick S. Johnson, David J. McManus, Toby J. Underwood, Pieter D. de Koning, Aurelie A. Robin, Paul A. Bradley
Rok vydání:	2009
Předmět:	Diketone Nonsteroidal Stereochemistry Organic Chemistry Antagonist Pyrazole Medicinal chemistry law.invention chemistry.chemical_compound chemistry Hydrogen Sulfate law Progesterone receptor Structural isomer Physical and Theoretical Chemistry Crystallization
Zdroj:	Organic Process Research & Development. 13:848-853
ISSN:	1520-586X 1083-6160
DOI:	10.1021/op900110k
Popis:	The development and implementation of a scaleable process for the manufacture of the nonsteroidal progesterone receptor antagonist 8 is described. Key aspects of the synthesis include (i) a telescoped chlorination−etherification sequence to prepare diketone 4 and (ii) separation of pyrazole regioisomers 6 and 7 through formation of their hydrogen sulfate salts and selective crystallization, followed by oxidation to 8.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::f8253c85beb53be0a659af1112204f3d https://doi.org/10.1021/op900110k Zobrazit plný text záznamu