Development of a Safe Continuous Manufacturing Route to 2-(4-Isopropyl-1H-1,2,3-triazol-1-yl)acetic Acid

Autor:	Hans Emtenäs, Paul M. Gillespie, Staffan Karlsson, Mubina Mohamed, Calum Cook, Kenny J. H. Fan
Rok vydání:	2017
Předmět:	010405 organic chemistry Organic Chemistry Triazole Continuous manufacturing 010402 general chemistry 01 natural sciences Combinatorial chemistry 0104 chemical sciences chemistry.chemical_compound Acetic acid chemistry Sodium azide Physical and Theoretical Chemistry Isopropyl
Zdroj:	Organic Process Research & Development. 21:1668-1674
ISSN:	1520-586X 1083-6160
DOI:	10.1021/acs.oprd.7b00259
Popis:	Starting from sodium azide, methyl-bromoacetate, and 3-methylbut-1-yne, a safe and efficient three-step continuous process was developed to obtain 2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetic acid. Isolation of hazardous intermediates was avoided, and by using FT-IR in-line monitoring of the azides involved, risks associated with these components were minimized. Furthermore, the use of FT-IR as a tool for optimization in real time facilitated the understanding of the kinetics of the reaction steps and resulted in a rapid optimization of parameters. The continuous method was used for multihundred grams manufacturing of the triazole which was used as a key building block in one of our drug development projects.
Databáze:	OpenAIRE
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