{"id":1138,"date":"2020-11-30T10:37:41","date_gmt":"2020-11-30T02:37:41","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=1138"},"modified":"2020-11-30T10:37:41","modified_gmt":"2020-11-30T02:37:41","slug":"discovery-of-4-fluoro-1h-pyrazole-2","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=1138","title":{"rendered":"Discovery of 4-Fluoro-1H-pyrazole"},"content":{"rendered":"

35277-02-2<\/a>, A common compound: 35277-02-2, name is 4-Fluoro-1H-pyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.<\/p>\n

Step 1: A stirred suspension of methyl (1S,8R)-12-bromo-15-oxatetracyclo-[6.6.1 .02?7.09?4jpentadeca-2,4,6,9, 11,1 3-hexaene-4-carboxylate (NT-3a1; 480,00 mg: 1.45mmol: 1.00 eq.), methylboronic acid (173.53 mg; 2.90 mmol; 2.00 eq.), cesium carbonate (1 180.65 mg; 3.62 mmol; 2.50 eq.) and 1,1 -bis(diphenylphosphino)ferrocenej dichloro palladium(II) (106.06 mg; 0.14 mmol; 0.10 eq.) in 1,4-dioxane (57.98 ml) and methanol (16.10 ml) was heated to 80 C. After 1 h the reacting mixture was cooled to RT, filtered withadditional MeOH and concentrated. The brown residue was purified by column chromatography (40 G ISCO Gold) eluting with 1 0\/b EtOAc in heptane to provide the desired methyl (1 R,8S)- 12-methyl-i 5-oxatetracyclo[6.6. 1. 02?7.09?4jpentadeca-2.4,6,9, 11,13- hexaene-4-carboxylate contaminated by inseparable methyl (1 R.8 S) 15 -oxatetracyclo[6.6,1 ,02?7,09?4lpentadeca-2,4,6,9, 11,1 3-hexaene-4-carboxylate (320 mg), Step 2: To a stirred suspension of methyl (1R,8S)-12-methyl-15-oxatetracyclo- [6.6.1 .02?7.09?4jpentadeca-2,4,6,9, 11,1 3-hexaene-4-carboxylate and methyl (1 R,8S) 15- oxatetracyclo [6.6.1.027. 14j pentadeca-2,4,6,9, 11,1 3-hexaene-4-carboxylate (320.00 mg; 1.20 mmol; 1.00 eq.), and N-bromosuccinimide (224.58 mg; 1.26 mmol; 1.05 eq.) in carbon tetrachloride (12.02 ml) was added AIBN (9.87 mg; 0.06 mmol; 0.05 eq.). The resultingmixture was heated to 75 C. After 3 h the reacting mixture was cooled to RT diluted with DCM, washed with sat. NaHCO3, dried over MgSO4, filtered and concentrated. The crude material was purified by column chromatography (12 G ISCO Gold) eluting with 10% EtOAc in heptane to provide methyl (1S,8R)-12-(bromomethyl)-15-oxatetracyclo- [6.6.1.027. ue 14j pentadeca-2,4,6,9, 11,1 3-hexaene-4-carboxylate contaminated by inseparablemethyl (1 S,SR)-i 2-(dibromomethyl)- 1 5-oxatetracyclo[6. 6.1 .02?7.09?4jpentadeca-2,4,6,9,11,1 3-hexaene-4-carboxylate (273 mg).<\/p>\n

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Fluoro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.<\/p>\n","protected":false},"excerpt":{"rendered":"

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Fluoro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[161,131],"tags":[145],"class_list":["post-1138","post","type-post","status-publish","format-standard","hentry","category-35277-02-2","category-pyrazoles-derivatives","tag-m-w0-100"],"yoast_head":"\nDiscovery of 4-Fluoro-1H-pyrazole<\/title>\n<meta name=\"description\" content=\"35277-02-2, A common compound: 35277-02-2, name is 4-Fluoro-1H-pyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. 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Pyrazole derivatives play an important role in antitumor agents.\",\"potentialAction\":[{\"@type\":\"SearchAction\",\"target\":{\"@type\":\"EntryPoint\",\"urlTemplate\":\"https:\/\/www.pyrazoles-derivatives.com\/?s={search_term_string}\"},\"query-input\":{\"@type\":\"PropertyValueSpecification\",\"valueRequired\":true,\"valueName\":\"search_term_string\"}}],\"inLanguage\":\"en-US\"},{\"@type\":\"Person\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#\/schema\/person\/d9a9f27bed675392c6f363a01ffd49f1\",\"name\":\"Jessica.F\",\"image\":{\"@type\":\"ImageObject\",\"inLanguage\":\"en-US\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#\/schema\/person\/image\/\",\"url\":\"https:\/\/weavatar.com\/avatar\/2d1cec2a99eeaad5a5b217c9cdbfb610?s=96&d=mm&r=g\",\"contentUrl\":\"https:\/\/weavatar.com\/avatar\/2d1cec2a99eeaad5a5b217c9cdbfb610?s=96&d=mm&r=g\",\"caption\":\"Jessica.F\"}}]}<\/script>\n<!-- \/ Yoast SEO plugin. -->","yoast_head_json":{"title":"Discovery of 4-Fluoro-1H-pyrazole","description":"35277-02-2, A common compound: 35277-02-2, name is 4-Fluoro-1H-pyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. 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