{"id":3461,"date":"2021-04-19T06:34:14","date_gmt":"2021-04-18T22:34:14","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=3461"},"modified":"2021-04-19T06:34:14","modified_gmt":"2021-04-18T22:34:14","slug":"continuously-updated-synthesis-method-about-5-amino-1-isopropyl-3-methylpyrazole","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=3461","title":{"rendered":"Continuously updated synthesis method about 5-Amino-1-isopropyl-3-methylpyrazole"},"content":{"rendered":"

These common heterocyclic compound, 1124-16-9, name is 5-Amino-1-isopropyl-3-methylpyrazole, 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. Recommanded Product: 5-Amino-1-isopropyl-3-methylpyrazole<\/a><\/p>\n

2-[(5-Chloro-2-{[3-methyl-1-(1-methylethyl)-1H-pyrazol-5-yl]amino}-4-pyridinyl)amino]benzonitrile The solution of 2-[(2,5-dichloro-4-pyridinyl)amino]benzonitrile (110 g, 396 mmol), 3-methyl-1-(1-methylethyl)-1H-pyrazol-5-amine (55.1 g, 396 mmol), and cesium carbonate (387 g, 1187 mmol) in 1,4-dioxane (2.5 L) was degassed by N2 stream, and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) (19.71 g, 31.7 mmol) followed by palladium acetate (3.55 g, 15.83 mmol) were added. The reaction mixture was heated to reflux for overnight under N2. The reaction mixture was filtered and the liquid was concentrated. Ethyl acetate (1500 mL), followed by 1 M HCl (1000 mL) were added. Layers were separated. Ethyl acetate was washed with 1 M HCl until no product was observed by HPLC (1000 mL total, 1*). HCl phases were combined, and backwashed with ethyl acetate (3*1000 mL), until the product peak was relativity pure in the HCL layer. The HCl layer was then basified with NaOH (50 w\/w followed by 1 M) to ph~4 resulting in a cloudy solution. Ethyl acetate (2000 mL) was added and layers were separated. The ethyl acetate was washed with brine and evaporated. After neutralization-after addition of ethyl acetate-the reaction mixture was filtered to get some product. Also isolation of product during evaporation can be done by filtration of white solid, which comes from the mother liquor. All solids and evaporated products were combined. 2-[(5-Chloro-2-{[3-methyl-1-(1-methylethyl)-1H-pyrazol-5-yl]amino}-4-pyridinyl)amino]benzonitrile (80 g, 207 mmol, 52.4% yield) was isolated as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.24 (d, J=6.57 Hz, 6H) 2.08 (s, 3H) 4.34 (quin, J=6.57 Hz, 1H) 5.87 (s, 1H) 5.97 (s, 1H) 7.41 (td, J=7.58, 1.01 Hz, 1H) 7.47 (d, J=8.08 Hz, 1H) 7.75 (td, J=7.83, 1.52 Hz, 1H) 7.90 (dd, J=7.83, 1.52 Hz, 1H) 7.94 (s, 1H) 8.42 (d, J=17.43 Hz, 2H); HPLC Rt=2.36 min, MS (ESI): [M+H]+=367.1, 368.1.<\/p>\n

The synthetic route of 5-Amino-1-isopropyl-3-methylpyrazole has been constantly updated, and we look forward to future research findings.<\/p>\n","protected":false},"excerpt":{"rendered":"

The synthetic route of 5-Amino-1-isopropyl-3-methylpyrazole 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":[204,131],"tags":[126],"class_list":["post-3461","post","type-post","status-publish","format-standard","hentry","category-1124-16-9","category-pyrazoles-derivatives","tag-m-w100-200"],"yoast_head":"\nContinuously updated synthesis method about 5-Amino-1-isopropyl-3-methylpyrazole<\/title>\n<meta name=\"description\" content=\"These common heterocyclic compound, 1124-16-9, name is 5-Amino-1-isopropyl-3-methylpyrazole, 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. Recommanded Product: 5-Amino-1-isopropyl-3-methylpyrazole\" \/>\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=3461\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Continuously updated synthesis method about 5-Amino-1-isopropyl-3-methylpyrazole\" \/>\n<meta property=\"og:description\" content=\"These common heterocyclic compound, 1124-16-9, name is 5-Amino-1-isopropyl-3-methylpyrazole, 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. 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