{"id":6009,"date":"2021-08-24T03:15:24","date_gmt":"2021-08-23T19:15:24","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=6009"},"modified":"2021-08-24T03:15:24","modified_gmt":"2021-08-23T19:15:24","slug":"the-important-role-of-449758-17-2","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=6009","title":{"rendered":"The important role of 449758-17-2"},"content":{"rendered":"

Electric Literature of 449758-17-2<\/a>, A common heterocyclic compound, 449758-17-2, name is 1-(2-Tetrahydropyranyl)-1H-pyrazole, molecular formula is C8H12N2O, 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

At -78C under N2, BuLi (1.6 M in hexane) (8.30 mL, 13.28 mmol) was added over 15 min to a solution of l-(-2-tetrahydropyranyl)-lH-pyrazole (2.00 g, 13.14 mmol) in THF (20.00 mL). This reaction was stirred at -78 C for 30 min. l-bromo-3-methylbutane (1.80 mL, 14.40 mmol) was added dropwise over 10 min to this mixture. After 3 h at – 78 C, the reaction mixture was warmed to rt overnight then quenched with water and few drops of an aqueous solution of HC1 3N was added. This mixture was extracted twice with EtOAc and once with DCM. The organic layers were combined and the solvent was evaporated until dryness. The residue was purified by column chromatography on silica gel (stationary phase: irregular SiOH, 15-40 muiotaeta, 40 g, mobile phase gradient from: 95% heptane, 5% MeOH to 75% heptane, 25% EtOAc). The pure fractions were collected and the solvent was evaporated until dryness to give: 1.23 g of intermediate 250 (42% yield) (and 60 mg of intermediate 251).<\/p>\n

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.<\/p>\n

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier, Alexis, Georges; LIGNY, Yannick, Aime, Eddy; GROSS, Gerhard, Max; JACOBY, Edgar; MEERPOEL, Lieven; GREEN, Simon, Richard; HYND, George; KULAGOWSKI, Janusz, Jozef; MACLEOD, Calum; MANN, Samuel, Edward; (472 pag.)WO2018\/2217; (2018); A1;<\/a>,
Pyrazole – Wikipedia<\/a>,
Pyrazoles – an overview | ScienceDirect Topics<\/p>\n","protected":false},"excerpt":{"rendered":"

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[544,131],"tags":[126],"class_list":["post-6009","post","type-post","status-publish","format-standard","hentry","category-449758-17-2","category-pyrazoles-derivatives","tag-m-w100-200"],"yoast_head":"\nThe important role of<\/title>\n<meta name=\"description\" content=\"Electric Literature of 449758-17-2, A common heterocyclic compound, 449758-17-2, name is 1-(2-Tetrahydropyranyl)-1H-pyrazole, molecular formula is C8H12N2O, 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.\" \/>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/www.pyrazoles-derivatives.com\/?p=6009\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"The important role of\" \/>\n<meta property=\"og:description\" content=\"Electric Literature of 449758-17-2, A common heterocyclic compound, 449758-17-2, name is 1-(2-Tetrahydropyranyl)-1H-pyrazole, molecular formula is C8H12N2O, 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.\" \/>\n<meta property=\"og:url\" content=\"https:\/\/www.pyrazoles-derivatives.com\/?p=6009\" \/>\n<meta property=\"og:site_name\" content=\"pyrazoles-derivatives\" \/>\n<meta property=\"article:published_time\" content=\"2021-08-23T19:15:24+00:00\" \/>\n<meta name=\"author\" content=\"Jessica.F\" \/>\n<meta name=\"twitter:card\" content=\"summary_large_image\" \/>\n<meta name=\"twitter:label1\" content=\"Written by\" \/>\n\t<meta name=\"twitter:data1\" content=\"Jessica.F\" \/>\n\t<meta name=\"twitter:label2\" content=\"Est. reading time\" \/>\n\t<meta name=\"twitter:data2\" content=\"1 minute\" \/>\n<script type=\"application\/ld+json\" class=\"yoast-schema-graph\">{\"@context\":\"https:\/\/schema.org\",\"@graph\":[{\"@type\":\"WebPage\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=6009\",\"url\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=6009\",\"name\":\"The important role of\",\"isPartOf\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#website\"},\"datePublished\":\"2021-08-23T19:15:24+00:00\",\"author\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#\/schema\/person\/d9a9f27bed675392c6f363a01ffd49f1\"},\"description\":\"Electric Literature of 449758-17-2, A common heterocyclic compound, 449758-17-2, name is 1-(2-Tetrahydropyranyl)-1H-pyrazole, molecular formula is C8H12N2O, 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.\",\"breadcrumb\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=6009#breadcrumb\"},\"inLanguage\":\"en-US\",\"potentialAction\":[{\"@type\":\"ReadAction\",\"target\":[\"https:\/\/www.pyrazoles-derivatives.com\/?p=6009\"]}]},{\"@type\":\"BreadcrumbList\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=6009#breadcrumb\",\"itemListElement\":[{\"@type\":\"ListItem\",\"position\":1,\"name\":\"\u9996\u9875\",\"item\":\"https:\/\/www.pyrazoles-derivatives.com\/\"},{\"@type\":\"ListItem\",\"position\":2,\"name\":\"The important role of 449758-17-2\"}]},{\"@type\":\"WebSite\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#website\",\"url\":\"https:\/\/www.pyrazoles-derivatives.com\/\",\"name\":\"pyrazoles-derivatives\",\"description\":\"Several pyrazole derivatives possess important pharmacological activities and they have been proved useful materials in drug research. 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