{"id":1322,"date":"2020-12-30T10:56:08","date_gmt":"2020-12-30T02:56:08","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=1322"},"modified":"2020-12-30T10:56:08","modified_gmt":"2020-12-30T02:56:08","slug":"share-a-compound-105486-72-4","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=1322","title":{"rendered":"Share a compound : 105486-72-4"},"content":{"rendered":"<p>Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 105486-72-4, name is Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., <a href=\"https:\/\/www.ambeed.com\/products\/105486-72-4.html\">Quality Control of Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate<\/a><\/p>\n<p>4.1.6 1-Methyl-5-(pent-4-en-1-yloxy)-1H-pyrazole-4-carboxylic acid 10b A solution of pent-4-en-1-ol (1.45?mL, 14.0?mmol) in THF (24.0?mL) was cooled to -8?C and treated with 1.0?M sodium hexamethyldisilazane in THF (14.0?mL, 14.0?mmol). The reaction mixture was stirred at the reduced temperature for 5?min before the ice bath was removed. Stirring was continued for an additional 25?min before being treated with a solution of ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate (1.1?g, 4.7?mmol) in THF (24?mL). The reaction mixture was stirred for 1 hour at room temperature before being quenched with 50?mL of sat. NH4Cl. The crude product was extracted with DCM (60?mL x 3), dried with Na2SO4 and concentrated under reduced pressure. This material purified by SiO2 chromatography (ethyl acetate: petroleum ether?=?1:5) to afford 0.65?g impure product 9b mixed with pent-4-en-1-yl 1-methyl-5-(pent-4-en-1-yloxy)-1H-pyrazole-4-carboxylate (produced through transesterification reaction), the mixed esters could both be the raw materials for next hydrolysis, so the mixture was put into next step without further separation. To a solution of the mixed esters in 5?mL MeOH\/THF (VMeOH:VTHF?=?1:1) at 0? was added 5?mL 2M NaOH (aq). The mixture was stirred at room temperature for 3?h and MeOH and THF were evaporated in vacuo. The residue was acidified to pH?=?2-3 with 1?N HCl and extracted with ethyl acetate (10?mL?*?3). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure to afford compound 10b as yellow solid (0.45?g, 46%). 1 H NMR (500?MHz, CDCl3) delta 7.84 (s, 1H), 5.89-5.77 (m, 1H), 5.10-5.00 (m, 2H), 4.46 (t, J?=?6.5?Hz, 2H), 3.70 (s, 4H), 2.28-2.19 (m, 2H), 1.93-1.85 (m, 2H); ESI-MS: m\/z?=?209 [M-H]-.<\/p>\n<p>According to the analysis of related databases, 105486-72-4, the application of this compound in the production field has become more and more popular.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>According to the analysis of related databases, 105486-72-4, the application of this compound in the production field has become more and more popular.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[272,131],"tags":[127],"class_list":["post-1322","post","type-post","status-publish","format-standard","hentry","category-105486-72-4","category-pyrazoles-derivatives","tag-m-w200-300"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.9 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>Share a compound : 105486-72-4<\/title>\n<meta name=\"description\" content=\"Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 105486-72-4, name is Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. 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