{"id":4438,"date":"2021-06-02T03:35:28","date_gmt":"2021-06-01T19:35:28","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=4438"},"modified":"2021-06-02T03:35:28","modified_gmt":"2021-06-01T19:35:28","slug":"discovery-of-ethyl-5-amino-1h-pyrazole-4-carboxylate-2","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=4438","title":{"rendered":"Discovery of  Ethyl 5-amino-1H-pyrazole-4-carboxylate"},"content":{"rendered":"<p><a href=\"https:\/\/www.ambeed.com\/products\/1260243-04-6.html\">Related Products of 1260243-04-6<\/a>, A common heterocyclic compound, 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, molecular formula is C6H9N3O2, 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.<\/p>\n<p>To a solution of sodium ethoxide (520mg, 7.6mmol) in EtOH (20mL) were added ethyl 3- amino-lH-pyrazole-4-carboxylate (1 g, 6.45 mmol) and solid 1,3-dimethyluracil (1.35g, 9.68mmol), under a N2atmosphere. The reaction mixture was stirred at 90 C for 3 h then cooled to 0 C in ice-water bath. Amber precipitate was appeared. The resulting amber precipitate was filtered off and dissolved in water (25 mL) and then the resulting solution was neutralized with acetic acid. White solid was appeared, filtered and collected the solid, and then azeotroped to dryness by refluxing in toluene (100 mL) to give the title compound as a white solid (900 mg, 67%). H NMR (300 MHz, DMSO-Lambda): delta (ppm) 11.78 (brs, 1H), 8.58 (d, J = 8.0 Hz, 1H), 8.15 (s, 1H), 6.16 (d, J= 7.9 Hz, 1H), 4.28 (q, J= 7.0 Hz, 2H), 1.29 (t, J= 7.0 Hz, 3H).<\/p>\n<p>The synthetic route of 1260243-04-6 has been constantly updated, and we look forward to future research findings.<\/p>\n<p>Reference:<br \/><a href=\"https:\/\/doi.org\/10.1016\/j.bmcl.2013.04.020\">Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Minxiong; LI, Xiaobo; WO2015\/73267; (2015); 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 1260243-04-6 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":[213,131],"tags":[126],"class_list":["post-4438","post","type-post","status-publish","format-standard","hentry","category-1260243-04-6","category-pyrazoles-derivatives","tag-m-w100-200"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.9 - 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