Construction of Druglike 2-Amido Benzo[d]imidazole Analogues via Desulfurative Cyclization of Thiourea Intermediate Resin on Solid-Phase
| العنوان: | Construction of Druglike 2-Amido Benzo[d]imidazole Analogues via Desulfurative Cyclization of Thiourea Intermediate Resin on Solid-Phase |
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| المؤلفون: | Young-Dae Gong, Gee-Hyung Lee, Hyun-Jeong Ryu, Seung-Ju Yang |
| المصدر: | ACS Combinatorial Science. 20:282-291 |
| بيانات النشر: | American Chemical Society (ACS), 2018. |
| سنة النشر: | 2018 |
| مصطلحات موضوعية: | Acylation, 010402 general chemistry, 01 natural sciences, Chloride, Small Molecule Libraries, chemistry.chemical_compound, Polymer chemistry, medicine, Trifluoroacetic acid, Imidazole, Amines, Solid-Phase Synthesis Techniques, Dichloromethane, chemistry.chemical_classification, 010405 organic chemistry, Thiourea, General Chemistry, General Medicine, Polymer, 0104 chemical sciences, Resins, Synthetic, chemistry, Cyclization, Benzimidazoles, Amine gas treating, medicine.drug |
| الوصف: | A 2-amido benzo[d]imidazole library has been constructed by solid-phase synthesis. The key step of this solid-phase synthesis involves the preparation of polymer-bound 2-amino benzo[d]imidazole resin through desulfurative cyclization of thiourea resin using 2-chloro-1,3-dimethylimidazolinium chloride and N,N-diisopropylethylamine in dichloromethane (DCM), and the resin is then functionalized by acylation at the 2-amine position to afford 2-amidobenzo[d]imidazole resin. In the case of 2-amidobenzo[d]imidazole resin having a p-I or m-NO2, the resin was further functionalized by Suzuki/Sonogashira-coupling (p-I) and reduction to the primary amine (m-NO2) followed by acylation. Finally, the functionalized 2-amido-benzo[d]imidazole resin was cleaved from the polymer support by treatment with a cocktail of trifluoroacetic acid and DCM. As a result, we obtained 2-amidobenzo[d]imidazole analogues in high yield and good purities. |
| تدمد: | 2156-8944 2156-8952 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::63ccab88fe98bdb6f0f4e198736efefc https://doi.org/10.1021/acscombsci.8b00004 |
| رقم الأكسشن: | edsair.doi.dedup.....63ccab88fe98bdb6f0f4e198736efefc |
| قاعدة البيانات: | OpenAIRE |
Find this issue from the American Chemical Society | تدمد: | 21568944 21568952 |
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