{"id":5455,"date":"2021-07-20T06:25:03","date_gmt":"2021-07-19T22:25:03","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=5455"},"modified":"2021-07-20T06:25:03","modified_gmt":"2021-07-19T22:25:03","slug":"continuously-updated-synthesis-method-about-c12h20n4o2","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=5455","title":{"rendered":"Continuously updated synthesis method about C12H20N4O2"},"content":{"rendered":"<p>These common heterocyclic compound, 398491-61-7, name is tert-Butyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate, 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. <a href=\"https:\/\/www.ambeed.com\/products\/398491-61-7.html\">category: pyrazoles-derivatives<\/a><\/p>\n<p>Example 2: 3-[(2-chlorothieno[3,2-d]pyrimidin-4-yl)amino]-6,6-dimethyl-Lambda\/-[trans-2- phenylcyclopropyl]-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1W)-carboxamide.2a 2Preparation of Compound 2a: rert-butyl-3-[(2-chlorothieno[3,2-cdpyrimidin-4-yl)amino]-6,6- dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate.; To a stirring solution of ferf-butyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1\/7)- carboxylate (2.4g, 9.5 mmol) in DMA (1OmL) was added 2,4-dichlorothieno[3,2-c\/]pyrimidine(2.05g, 1.05eq) and triethylamine (2.64ml, 2eq). The resulting mixture was heated to 1500C for 5 minutes in microwave reactor. Saturated NaHCO3 was added and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate, concentrated in vacuo. The residue was washed with methylene chloride. Compound 2a (2.71 g, 68%) was obtained as a brown solid and directly carried onto the next without further purification. LCMS (API-ES, M+H+): 421. To a stirring mixture of compound 2a(0.102g, 0.24mmol) in CH2CI2 (2ml), was added TFA (2ml). The resulting mixture was stirred at room temperature for 2h. After the reaction mixture was concentrated in vacuo, a solution of TEA (135ul, 4eq) in MeCN (1ml) CH2CI2 (1ml) was added and followed by trans-2- phenylcyclopropyl isocyanate. The resulting mixture was stirred at room temperature for 1h. The reaction mixture was purified by prep-HPLC to provide compound 2 as a white solid (0.021 g, 18%). 1H NMR (CD3OD) delta: 1.04 &#8211; 1.12 (m, 2 H), 1.69 (d, J=3.28 Hz, 2 H), 1.95 (m, 1 H), 2.67 &#8211; 2.73 (m, 1 H), 4.48 (s, 2 H), 7.01 &#8211; 7.06 (m, 3 H), 7.11 &#8211; 7.17 (m, 2 H), 7.25 (d, J=5.31 Hz, 1 H), 8.05 (d, J=4.55 Hz, 1 H). Anal. (C^H^NyOSCI.OLambdaHOAc.O^HaO) C, H, N. HPLC: >95% purity.<\/p>\n<p>The synthetic route of tert-Butyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate 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=WO2006072831&#038;F=0\">Patent; PFIZER INC.; WO2006\/72831; (2006); 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 tert-Butyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate 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":[314,131],"tags":[127],"class_list":["post-5455","post","type-post","status-publish","format-standard","hentry","category-398491-61-7","category-pyrazoles-derivatives","tag-m-w200-300"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.9 - 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