{"id":5223,"date":"2021-07-08T03:19:33","date_gmt":"2021-07-07T19:19:33","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=5223"},"modified":"2021-07-08T03:19:33","modified_gmt":"2021-07-07T19:19:33","slug":"extracurricular-laboratory-synthetic-route-of-ethyl-2-4-bromo-1h-pyrazol-1-ylacetate","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=5223","title":{"rendered":"Extracurricular laboratory: Synthetic route of Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate"},"content":{"rendered":"<p><a href=\"https:\/\/www.ambeed.com\/products\/82231-58-1.html\">Reference of 82231-58-1<\/a>, These common heterocyclic compound, 82231-58-1, name is Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate, 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>Step 3: Ethyl [4-(2-{4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl}pyrimidin-5-yl)-1H-pyrazol-1-yl]acetateInto a 50-mL round-bottom flask equipped with a magnetic stirbar and reflux condenser was added 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-{4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl}pyrimidine (311 mg, 1.35 mmol), ethyl (4-bromo-1H-pyrazol-1-yl)acetate (400 mg, 0.89 mmol), PdCl2(dppf) (36 mg, 0.05 mmol), 2 M aqueous sodium carbonate solution (0.89 mL, 1.8 mmol) and DMF (4 mL). The resulting suspension was degassed under nitrogen for 20 min and then heated in the microwave to 120 C. for 20 min. The mixture was poured into a 125-mL separatory funnel containing a saturated aqueous KH2PO4 solution (50 mL) and the mixture was extracted with ethyl acetate (3\u00d730 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and the solvent was evaporated under reduced pressure. Purification by column chromatography through silica gel, eluting with 30% EtOAc in hexanes to 70% EtOAc in hexanes as a gradient gave the title compound as a white solid. MS (ESI, Q+) m\/z 476 (M+1).<\/p>\n<p>Statistics shows that Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate is playing an increasingly important role. we look forward to future research findings about 82231-58-1.<\/p>\n<p>Reference:<br \/><a href=\"http:\/\/v3.espacenet.com\/textdoc?DB=EPODOC&#038;IDX=US2008182838&#038;F=0\">Patent; Leblanc, Yves; Powell, David; Ramtohul, Yeeman K.; Leger, Serge; US2008\/182838; (2008); A1;<\/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>Statistics shows that Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate is playing an increasingly important role. we look forward to future research findings about 82231-58-1.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[524,131],"tags":[127],"class_list":["post-5223","post","type-post","status-publish","format-standard","hentry","category-82231-58-1","category-pyrazoles-derivatives","tag-m-w200-300"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.9 - 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