{"id":4402,"date":"2021-06-01T03:59:39","date_gmt":"2021-05-31T19:59:39","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=4402"},"modified":"2021-06-01T03:59:39","modified_gmt":"2021-05-31T19:59:39","slug":"analyzing-the-synthesis-route-of-ethyl-3-trifluoromethylpyrazole-4-carboxylate","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=4402","title":{"rendered":"Analyzing the synthesis route of Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate"},"content":{"rendered":"

These common heterocyclic compound, 155377-19-8, name is Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate, 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. Computed Properties of C7H7F3N2O2<\/a><\/p>\n

(S)-Benzyl 5-(hydroxymethyl)-2,3-dihydro-7\/-\/-inden-2-ylcarbamate (2.96 mmol, 880mg) was dissolved in DCM (10 ml.) and thionyl chloride (5.92 mmol, 0.432 ml, 704 mg) added. The mixture was stirred at room temperature for 30 min TLC before the solvent was removed under reduced pressure and residual thionylchloride azeotroped with DCM (x3). To the residue was added potassium carbonate (8.88 mmol, 1227 mg) followed by DMF (8 ml) then ethyl 3-(trifluoromethyl)-7\/-\/-pyrazole-4-carboxylate (2.96 mmol, 616 mg) and the mixture heated to 60 0C. After 1 h the mixture was concentrated and partitioned between EtOAc\/H2O and the organic layer was washed with water (x 3). The organic layer was dried, filtered and concentrated to give a yellow oil which was purified by flash chromatography eluting with 15% EtOAc\/Heptane to give the desired isomer as a colourless oil (45 mg, 0.092 mmol, 3.1%). 1H NMR (400 MHz, CDCI3) delta 1.34 (t, 3H) 2.75 (m, 2H) 3.25 (m, 2H) 4.33 (q, 2H), 4.50 (m, 1 H) 4.95 (m, 1 H), 5.08 (s, 2H) 5.48 (s, 2H) 7.00 (m, 2H) 7.15 (d, 1 H) 7.34 (m, 5H) 7.99 (s, 1 H).<\/p>\n

The synthetic route of Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.<\/p>\n

Reference:
Patent; N.V. ORGANON; WO2009\/147167; (2009); A1;<\/a>,
Pyrazole – Wikipedia<\/a>,
Pyrazoles – an overview | ScienceDirect Topics<\/p>\n","protected":false},"excerpt":{"rendered":"

The synthetic route of Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate 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":[226,131],"tags":[127],"class_list":["post-4402","post","type-post","status-publish","format-standard","hentry","category-155377-19-8","category-pyrazoles-derivatives","tag-m-w200-300"],"yoast_head":"\nAnalyzing the synthesis route of<\/title>\n<meta name=\"description\" content=\"These common heterocyclic compound, 155377-19-8, name is Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate, 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. 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