Microwave-assisted synthesis of a MK2 inhibitor by Suzuki-Miyaura coupling for study in Werner syndrome cells
| العنوان: | Microwave-assisted synthesis of a MK2 inhibitor by Suzuki-Miyaura coupling for study in Werner syndrome cells |
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| المؤلفون: | Terence Davis, Mohammed Baashen, Irina Chuckowree, Mark C. Bagley, Jessica E. Dwyer, David Glyn Kipling |
| المصدر: | Pharmaceuticals Volume 8 Issue 2 Pages 257-276 Pharmaceuticals, Vol 8, Iss 2, Pp 257-276 (2015) |
| بيانات النشر: | MDPI, 2015. |
| سنة النشر: | 2015 |
| مصطلحات موضوعية: | boronic acid, Pharmaceutical Science, lcsh:Medicine, lcsh:RS1-441, Pyrazole, Bioinformatics, Article, microwave-assisted synthesis, lcsh:Pharmacy and materia medica, Suzuki-Miyaura, chemistry.chemical_compound, Bromide, Drug Discovery, medicine, cross-coupling, QD, Werner syndrome, heterocycles, cell aging, Aryl, lcsh:R, Halogenation, medicine.disease, Combinatorial chemistry, R1, pyrazoles, chemistry, Yield (chemistry), Molecular Medicine, Cell aging, Boronic acid, MK2 inhibitor, QD0241 |
| الوصف: | Microwave-assisted Suzuki-Miyaura cross-coupling reactions have been employed towards the synthesis of three different MAPKAPK2 (MK2) inhibitors to study accelerated aging in Werner syndrome (WS) cells, including the cross-coupling of a 2-chloroquinoline with a 3-pyridinylboronic acid, the coupling of an aryl bromide with an indolylboronic acid and the reaction of a 3-amino-4-bromopyrazole with 4-carbamoylphenylboronic acid. In all of these processes, the Suzuki-Miyaura reaction was fast and relatively efficient using a palladium catalyst under microwave irradiation. The process was incorporated into a rapid 3-step microwave-assisted method for the synthesis of a MK2 inhibitor involving 3-aminopyrazole formation, pyrazole C-4 bromination using N-bromosuccinimide (NBS), and Suzuki-Miyaura cross-coupling of the pyrazolyl bromide with 4-carbamoylphenylboronic acid to give the target 4-arylpyrazole in 35% overall yield, suitable for study in WS cells. |
| وصف الملف: | application/pdf |
| اللغة: | English |
| تدمد: | 1424-8247 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2914168e415c488dffb009eb5f3925c9 http://sro.sussex.ac.uk/id/eprint/59251/1/pharmaceuticals-08-00257.pdf |
| حقوق: | OPEN |
| رقم الأكسشن: | edsair.doi.dedup.....2914168e415c488dffb009eb5f3925c9 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 14248247 |
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