{"id":4068,"date":"2021-05-14T08:49:37","date_gmt":"2021-05-14T00:49:37","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=4068"},"modified":"2021-05-14T08:49:37","modified_gmt":"2021-05-14T00:49:37","slug":"some-tips-on-916766-83-1","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=4068","title":{"rendered":"Some tips on 916766-83-1"},"content":{"rendered":"<p>Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 916766-83-1, name is 3-(4-(Chloromethyl)phenyl)-1-methyl-1H-pyrazole, A new synthetic method of this compound is introduced below., <a href=\"https:\/\/www.ambeed.com\/products\/916766-83-1.html\">SDS of cas: 916766-83-1<\/a><\/p>\n<p>4 -Chloro-5-methyl-6-(l-methyl-lH-pyrazol-3-yl)picolinonitrile (119 mg, 0.52 mmol, 1 eq), bis(pinacolato)diboron (259 mg, 1.02 mmol, 2 eq), potassium acetate (200 mg, 2.04 mmol, 4 eq), and Pd(dppf)Cl2 DCM (42 mg, 0.051 mmol, 0.1 eq) were charged to a vial which was sealed and evacuated under vacuum and purged with N2. l,4-dioxane (5 mL) was then added via syringe, and the resulting solution was stirred at 90 C for 6 h, after which time an additional 1 eq bis(pinacolato)diboron, 1 eq potassium acetate, and 0.025 eq Pd(dppf)Cl2 DCM were added. The resulting solution was stirred at 90 C for 16 h, after which time the reaction mixture was cooled to r.t. and filtered through a plug of Celite with EtOAc and DCM. Solvents were concentrated under reduced pressure to give the pinacol ester intermediate (v) as a brown solid which was used directly without further purification (166 mg, 100%). ES-MS [M+H]+ = 243.2 (mass of free boronic acid is observed). To a vial containing crude pinacol ester (166 mg, 0.52 mmol, 1 eq), 3-[4-(chloromethyl)phenyl]-l-methyl-pyrazole (169 mg, 0.82 mmol, 1.6 eq), cesium carbonate (502 mg, 1.53 mmol, 3 eq) and Pd(dppf)Cl2 DCM (56 mg, 0.077 mmol, 0.15 eq) were added. The vial was sealed and evacuated under vacuum and purged with N2. 5: 1 1,4- dioxane\/EEO solution (4 mL total, degassed) was then added via syringe and the resulting solution was stirred at 90 C for 3 h, after which time the reaction mixture was cooled to r.t. and filtered through a plug of Celite with EtOAc and DCM. Solvents were concentrated under reduced pressure, and crude residue was purified by column chromatography (5-100% EtOAc in hexanes) to give the title compound as a slightly yellow foamy solid (126 mg, 67%). MR (400 MHz, CDCh) d 7.76 (d, J= 8.1 Hz, 2H), 7.43 (s, 1H), 7.38 (d, J= 1.8 Hz, 1H), 7.32 (s, 1H), 7.14 (d, J= 8.0, 2H), 6.75 (s, 1H), 6.53 (d, J= 1.8 Hz, 1H), 4.07 (s, 2H), 3.98 (s, 3H), 3.96 (s, 3H), 2.59 (s, 3H). ES-MS [M+H]+ = 369.2.<\/p>\n<p>The synthetic route of 916766-83-1 has been constantly updated, and we look forward to future research findings.<\/p>\n<p>Reference:<br \/><a href=\"http:\/\/v3.espacenet.com\/textdoc?DB=EPODOC&#038;IDX=WO2019241467&#038;F=0\">Patent; VANDERBILT UNIVERSITY; LINDSLEY, Craig W.; CONN, P. Jeffrey; ENGERS, Darren W.; ENGERS, Julie L.; BENDER, Aaron M.; LONG, Madeline; (120 pag.)WO2019\/241467; (2019); 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>The synthetic route of 916766-83-1 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":[647,131],"tags":[127],"class_list":["post-4068","post","type-post","status-publish","format-standard","hentry","category-916766-83-1","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>Some tips on<\/title>\n<meta name=\"description\" content=\"Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. 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