A Greener Approach for the Large-Scale Synthesis of 1,4,5-Trisubstituted Pyrazole, AZD8329

Autor:	Sulur G. Manjunath, Sridhran R, Sudhir Nambiar, Vinod Kumar Ch, Suresh Kumar Sythana, Smitha Chitrapadi, Gajanan Tammanna Kantikar, Avipsa Ghosh, Paramashivappa Rangappa
Rok vydání:	2014
Předmět:	chemistry.chemical_compound Materials science chemistry Manufacturing process Yield (chemistry) Scale (chemistry) Scientific method Organic Chemistry Organic chemistry Physical and Theoretical Chemistry Pyrazole Enamine
Zdroj:	Organic Process Research & Development. 18:947-951
ISSN:	1520-586X 1083-6160
Popis:	The development of a convenient, safe and scalable process for AZD8329 manufacturing is reported here. Synthesis was achieved in a two-step telescopic process with an excellent overall yield of 75%. In the first step enamine (6) was synthesized with 90% yield through three chemical transformations. In the next step AZD8329 was synthesized from the reactions of 6 and 4-hydrazinobenzoic acid hydrochloride 7 through two chemical transformations. The process is very efficient and economical, and AZD8329 was manufactured in multikilogram scale. A greener approach is demonstrated through usage of a minimum number of solvents and energy and with process mass intensity (PMI)
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d60b9a829d2f59228bb0e298bfc81020 https://doi.org/10.1021/op5001463 Zobrazit plný text záznamu