{"id":5686,"date":"2021-08-03T03:22:49","date_gmt":"2021-08-02T19:22:49","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=5686"},"modified":"2021-08-03T03:22:49","modified_gmt":"2021-08-02T19:22:49","slug":"the-important-role-of-c5h9n3-2","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=5686","title":{"rendered":"The important role of C5H9N3"},"content":{"rendered":"<p>Some common heterocyclic compound, 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, molecular formula is C5H9N3, 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. <a href=\"https:\/\/www.ambeed.com\/products\/3524-32-1.html\">Product Details of 3524-32-1<\/a><\/p>\n<p>Step 1 An oven dried 100 mL round bottomed flask equipped with a stirring bar was cooled under nitrogen and charged with 1,3-dimethyl-1H pyrazol-5-amine (491.7 mg, 4.42 mmol) and 45 mL of anhydrous THF (0.1M). The THF solution was treated with solid LiHMDS (1.481 g, 8.84 mmol) and stirred at RT for 5 min after which yellow solids formed. C-2 (500 mg, 2.21 mmol) was added in one portion. The flask was equipped with a reflux condenser, and the reaction mixture heated to 80 C. The reaction was monitored by LCMS and was 90% complete after 2 h at 80 C. The reaction mixture was cooled to RT, and the THF removed on a rotary evaporator. The crude residue was partitioned between DCM and water. The DCM layer was washed with brine, dried (MgSO4) filtered and concentrated. The crude residue was absorbed onto Celite and purified by SiO2 chromatography eluting with an EtOAc\/heptane gradient (50 to 100% EtOAc) to afford 328 mg (47%) of 6-bromo-N-(1,3dimethyl-1H pyrazol-5-yl)-isoquinolin-3-amine (82).<\/p>\n<p>These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3524-32-1, its application will become more common.<\/p>\n<p>Reference:<br \/><a href=\"http:\/\/v3.espacenet.com\/textdoc?DB=EPODOC&#038;IDX=US2014066453&#038;F=0\">Patent; Genentech, Inc.; Array BioPharma Inc.; Blake, Jim; Chen, Huifen; Chicarelli, Mark; Gaudino, John; Gazzard, Lewis; Kintz, Sam; Mohr, Pete; Robarge, Kirk; Schwarz, Jacob; Zhou, Aihe; US2014\/66453; (2014); 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>These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3524-32-1, its application will become more common.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[139,131],"tags":[126],"class_list":["post-5686","post","type-post","status-publish","format-standard","hentry","category-3524-32-1","category-pyrazoles-derivatives","tag-m-w100-200"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.9 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>The important role of<\/title>\n<meta name=\"description\" content=\"Some common heterocyclic compound, 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, molecular formula is C5H9N3, 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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