Bench-scale synthesis of rosiglitazone

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Kianmehr Ebrahim; Gholamhosseyni Maral

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Journal: Journal of Applied Research in Chemistry Year:2019 | Volume:12 | Issue:4 Page(s): 131-137

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Information Journal Paper

Title

Bench-scale synthesis of rosiglitazone

Author(s)

Kianmehr Ebrahim | Gholamhosseyni Maral | Issue Writer Certificate

Keywords

RosiglitazoneQ1

Antidiabetic drugQ1

Diabet type 2Q1

Avandia BRL49653Q1

Abstract

In this study, a suitable method for the preparation of Rosiglitazone on laboratory scale using 4-bromo benzaldehyde, 4, 2-thiazolidinedione and 2-chloropyridine, as the starting materials, is presented. In the key step of this four-step process, palladium complexes have been used which significantly increase the reaction efficiency and overall yield compared to previous methods. In the first step, by the reaction of 2-chloropyridine with N-methyl ethanolamine the intermediate compound 2-(methyl (pyridine-2-yl)amino) ethane-1-ol is obtained which is converted to 4-(2-(methyl(pyridine-2-yl)amino)ethoxyl)benzaldehyde in the presence of palladium acetate and 4-bromo benzaldehyde. Finally, the desired product is obtained by condensation reaction of this intermediate with 2, 4-thiazoldinedione followed by reduction.

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APA: Copy

Kianmehr, Ebrahim, & Gholamhosseyni, Maral. (2019). Bench-scale synthesis of rosiglitazone. JOURNAL OF APPLIED RESEARCHES IN CHEMISTRY (JARC), 12(4 ), 131-137. SID. https://sid.ir/paper/180220/en

Vancouver: Copy

Kianmehr Ebrahim, Gholamhosseyni Maral. Bench-scale synthesis of rosiglitazone. JOURNAL OF APPLIED RESEARCHES IN CHEMISTRY (JARC)[Internet]. 2019;12(4 ):131-137. Available from: https://sid.ir/paper/180220/en

IEEE: Copy

Ebrahim Kianmehr, and Maral Gholamhosseyni, “Bench-scale synthesis of rosiglitazone,” JOURNAL OF APPLIED RESEARCHES IN CHEMISTRY (JARC), vol. 12, no. 4 , pp. 131–137, 2019, [Online]. Available: https://sid.ir/paper/180220/en

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