{"id":4577,"date":"2021-06-08T04:12:41","date_gmt":"2021-06-07T20:12:41","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=4577"},"modified":"2021-06-08T04:12:41","modified_gmt":"2021-06-07T20:12:41","slug":"extracurricular-laboratory-synthetic-route-of-3398-16-1-2","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=4577","title":{"rendered":"Extracurricular laboratory: Synthetic route of 3398-16-1"},"content":{"rendered":"<p><a href=\"https:\/\/www.ambeed.com\/products\/3398-16-1.html\">Related Products of 3398-16-1<\/a>, A common heterocyclic compound, 3398-16-1, name is 4-Bromo-3,5-dimethylpyrazole, molecular formula is C5H7BrN2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.<\/p>\n<p>General procedure: Ethyl 5-(chloromethyl)furan-2-carboxylate (5a, 2.0 g, 10.60 mmol) was added to a solution of 3,5-dimethyl-1H-pyrazole (6a) (1.019 g, 10.60 mmol), KOtBu (1.547 g, 13.79 mmol) and TBAI (0.392 g, 1.060 mmol) in THF (53 ml) at 0 \u00b0C. The mixture was allowed to warm up to rt and was stirred at rt for 24 h. To the reaction mixture was added satd NH4Cl aq, and then the mixture was extracted with EtOAc. The organic layers were combined, washed with H2O and brine, dried over Na2SO4, and concentrated in vacuo. The residue was subjected to silica gel column chromatography (hexane\/EtOAc), which yielded the pyrazole 7a (1.25 g, 47.5percent) as a brown oil. Pyrazoles 7b?e were synthesized in a similar way.<\/p>\n<p>The synthetic route of 3398-16-1 has been constantly updated, and we look forward to future research findings.<\/p>\n<p>Reference:<br \/><a href=\"https:\/\/doi.org\/10.1016\/j.bmc.2015.02.038\">Article; Yasuda, Yorinobu; Arakawa, Takeaki; Nawata, Yumi; Shimada, Sayaka; Oishi, Shinya; Fujii, Nobutaka; Nishimura, Shinichi; Hattori, Akira; Kakeya, Hideaki; Bioorganic and Medicinal Chemistry; vol. 23; 8; (2015); p. 1776 &#8211; 1787;<\/a>,<br \/><a href=\"https:\/\/en.wikipedia.org\/wiki\/Pyrazole\">Pyrazole &#8211; Wikipedia<\/a>,<br \/><a href=\"https:\/\/www.sciencedirect.com\/topics\/chemistry\/pyrazoles\">Pyrazoles &#8211; an overview | ScienceDirect Topics<\/p>\n","protected":false},"excerpt":{"rendered":"<p>The synthetic route of 3398-16-1 has been constantly updated, and we look forward to future research findings.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[250,131],"tags":[126],"class_list":["post-4577","post","type-post","status-publish","format-standard","hentry","category-3398-16-1","category-pyrazoles-derivatives","tag-m-w100-200"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.9 - 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