{"id":5062,"date":"2021-06-30T03:17:03","date_gmt":"2021-06-29T19:17:03","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=5062"},"modified":"2021-06-30T03:17:03","modified_gmt":"2021-06-29T19:17:03","slug":"discovery-of-1-methyl-1h-pyrazol-5-amine-3","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=5062","title":{"rendered":"Discovery of  1-Methyl-1H-pyrazol-5-amine"},"content":{"rendered":"<p><a href=\"https:\/\/www.ambeed.com\/products\/1192-21-8.html\">Electric Literature of 1192-21-8<\/a>, A common heterocyclic compound, 1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine, molecular formula is C4H7N3, 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>Example 2 2-({5-Chloro-2-[(1-methyl-1H-pyrazol-5-yl)amino]-4-pyridinyl}amino)-N-methylbenzamide A mixture of 2-[(2,5-dichloro-4-pyridinyl)amino]-N-methylbenzamide (100 mg, 0.338 mmol), 5-amino-1-methyl-1H-pyrazole (65.6 mg, 0.675 mmol), Cs2CO3 (220 mg, 0.675 mmol), tris(dibenzylideneacetone)dipalladium(0) (Pd2(dba)3, 61.8 mg, 0.068 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos, 48.8 mg, 0.084 mmol) was heated at 150\u00b0 C. in a microwave oven for 30 min. The reaction mixture was filtered, and the filtrate was concentrated, and the resulting crude product was purified by reverse phase HPLC and the product was treated with 2 N HCl to give 34 mg of product as an HCl salt (24percent). LCMS (ES) m\/z=357.1 (M+H); 1H NMR (400 MHz, methanol-d4) delta ppm 8.01 (s, 1H), 7.76-7.74 (m, 1H), 7.62-7.61 (m, 2H), 7.55 (d, J=2 Hz, 1H), 7.42-7.39 (m, 1H), 6.52 (s, 1H), 6.33 (d, J=2 Hz, 1H), 3.76 (s, 3H), 2.91 (s, 3H).<\/p>\n<p>The synthetic route of 1192-21-8 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=US2010113475&#038;F=0\">Patent; ADAMS, Jerry Leroy; Faitg, Thomas H.; Johnson, Neil W.; Lin, Hong; US2010\/113475; (2010); 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 1192-21-8 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":[191,131],"tags":[145],"class_list":["post-5062","post","type-post","status-publish","format-standard","hentry","category-1192-21-8","category-pyrazoles-derivatives","tag-m-w0-100"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.9 - 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