{"id":4331,"date":"2021-05-27T03:57:15","date_gmt":"2021-05-26T19:57:15","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=4331"},"modified":"2021-05-27T03:57:15","modified_gmt":"2021-05-26T19:57:15","slug":"discovery-of-ethyl-5-amino-1-methyl-1h-pyrazole-4-carboxylate","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=4331","title":{"rendered":"Discovery of  Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate"},"content":{"rendered":"<p><a href=\"https:\/\/www.ambeed.com\/products\/31037-02-2.html\">Application of 31037-02-2<\/a>, The chemical industry reduces the impact on the environment during synthesis 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, I believe this compound will play a more active role in future production and life.<\/p>\n<p>To a dry flask under nitrogen at 0C charged with 60 wt.% NaH (296 mg, 7.39 mmol) and ethyl 5-amino-l-methyl-lH-pyrazole-4-carboxylate (500 mg, 2.96 mmol) was added 10 mL THF. (0437) The mixture was stirred for 10 minutes at which point CS2 (1.782 mL, 29.6 mmol) was added by syringe. The mixture was allowed warm to room temperature then heated to 40C and stirred for 3H. After cooling the flask to 0C and iodine was added portion wise over 10 minutes. The mixture was stirred for another hour at 0C then 30 mL diethyl ether was added and the precipitate was filtered off. The filtrate was washed 3x with IN HC1, lx with brine and the organic portion was dried over sodium sulfate and the solvent removed yielding a reddish black solid. The crude product was purified by flash (0-30% EA in Hex) yielding the titled compound as a yellow solid (460mg, 2.178 mmol, 73.7 % yield). M+H found 212.0 XH NMR (400 MHz, CDCI3) delta 7.81 (s, 1H), 4.25 &#8211; 4.44 (m, 2H), 3.80 (s, 3H), 1.30 &#8211; 1.44 (m, 3H)<\/p>\n<p>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, Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.<\/p>\n<p>Reference:<br \/><a href=\"https:\/\/doi.org\/10.1021\/acs.jmedchem.8b00930\">Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION; LARSEN, Scott D.; HUDDLE, Brandt C.; YANG, Kun; BUCKANOVICH, Ronald; HURLEY, Thomas; (127 pag.)WO2017\/223086; (2017); 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>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, Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, 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":[183,131],"tags":[126],"class_list":["post-4331","post","type-post","status-publish","format-standard","hentry","category-31037-02-2","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>Discovery of<\/title>\n<meta name=\"description\" content=\"Application of 31037-02-2, The chemical industry reduces the impact on the environment during synthesis 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, I believe this compound will play a more active role in future production and life.\" \/>\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=4331\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Discovery of\" \/>\n<meta property=\"og:description\" content=\"Application of 31037-02-2, The chemical industry reduces the impact on the environment during synthesis 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, I believe this compound will play a more active role in future production and life.\" \/>\n<meta property=\"og:url\" content=\"https:\/\/www.pyrazoles-derivatives.com\/?p=4331\" \/>\n<meta property=\"og:site_name\" content=\"pyrazoles-derivatives\" \/>\n<meta property=\"article:published_time\" content=\"2021-05-26T19:57:15+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=4331\",\"url\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=4331\",\"name\":\"Discovery of\",\"isPartOf\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#website\"},\"datePublished\":\"2021-05-26T19:57:15+00:00\",\"author\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#\/schema\/person\/d9a9f27bed675392c6f363a01ffd49f1\"},\"description\":\"Application of 31037-02-2, The chemical industry reduces the impact on the environment during synthesis 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, I believe this compound will play a more active role in future production and life.\",\"breadcrumb\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=4331#breadcrumb\"},\"inLanguage\":\"en-US\",\"potentialAction\":[{\"@type\":\"ReadAction\",\"target\":[\"https:\/\/www.pyrazoles-derivatives.com\/?p=4331\"]}]},{\"@type\":\"BreadcrumbList\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=4331#breadcrumb\",\"itemListElement\":[{\"@type\":\"ListItem\",\"position\":1,\"name\":\"\u9996\u9875\",\"item\":\"https:\/\/www.pyrazoles-derivatives.com\/\"},{\"@type\":\"ListItem\",\"position\":2,\"name\":\"Discovery of Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate\"}]},{\"@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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