A green and facile synthesis of an industrially important quaternary heterocyclic intermediates for baricitinib
| العنوان: | A green and facile synthesis of an industrially important quaternary heterocyclic intermediates for baricitinib |
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| المؤلفون: | Zongqing Jia, Xilong Wang, Du Junming, Xin Cui, Haiyong Jia |
| المصدر: | BMC Chemistry BMC Chemistry, Vol 13, Iss 1, Pp 1-7 (2019) |
| بيانات النشر: | Springer Science and Business Media LLC, 2019. |
| سنة النشر: | 2019 |
| مصطلحات موضوعية: | 030203 arthritis & rheumatology, 0303 health sciences, Baricitinib, General Chemistry, Combinatorial chemistry, Redox, lcsh:Chemistry, Green synthesis, 03 medical and health sciences, chemistry.chemical_compound, 0302 clinical medicine, Benzylamine, lcsh:QD1-999, chemistry, Reagent, Yield (chemistry), JAK1/JAK2 inhibitor, Moiety, Microchannel reactor, Microreactor, Acetonitrile, Research Article, 030304 developmental biology |
| الوصف: | Background Baricitinib, with a 2-(1-(ethylsulfonyl)azetidin-3-yl)acetonitrile moiety at N-2 position of the pyrazol skeleton, is an oral and selective reversible inhibitor of the JAK1 and JAK2 and displays potent anti-inflammatory activity. Several research-scale synthetic methods have been reported for the preparation of key quaternary heterocyclic intermediates of baricitinib. However, they were all associated with several drawbacks, such as the expensive materials, usage of pollutional reagents, and poor yields. Results In this manuscript, we established a green and cost-effective synthesis of 2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile and tert-butyl 3-(cyanomethylene)azetidine-1-carboxylate for further scale-up production of baricitinib. This synthetic method employs commercially available and low-cost starting material benzylamine and an industry-oriented reaction of green oxidation reaction in microchannel reactor to yield important quaternary heterocyclic intermediates. Conclusion Generally, this procedure is reasonable, green and suitable for industrial production. |
| تدمد: | 2661-801X |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f36a88877985c2b0be22a7cfdbd2f41bTest https://doi.org/10.1186/s13065-019-0639-yTest |
| حقوق: | OPEN |
| رقم الانضمام: | edsair.doi.dedup.....f36a88877985c2b0be22a7cfdbd2f41b |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 2661801X |
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