{"id":5601,"date":"2021-07-29T08:16:22","date_gmt":"2021-07-29T00:16:22","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=5601"},"modified":"2021-07-29T08:16:22","modified_gmt":"2021-07-29T00:16:22","slug":"continuously-updated-synthesis-method-about-1904-31-0-2","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=5601","title":{"rendered":"Continuously updated synthesis method about 1904-31-0"},"content":{"rendered":"

These common heterocyclic compound, 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, 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. Quality Control of 1-Methyl-1H-pyrazol-3-amine<\/a><\/p>\n

Step 1: (S) -tert-Butyl (1- (2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl) -4- ( (1-methyl-1H-pyrazol-3-yl) carbamoyl) oxazol-5-yl) ethyl) carbamate[2043]To 15 mL of dichloromethane were added (S) -5- (1- ( (tert-butoxycarbonyl) amino) ethyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl) oxazole-4-carboxylic acid (250 mg, 0.53 mmol) , 3-amino-1-methylpyrazole (62 mg, 0.64 mmol) , 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (153 mg, 0.80 mmol) and 1-hydroxy-7-azabenzotriazole (182 mg, 1.33 mmol) . To the mixture was added N, N-diisopropylethylamine (0.37 mL, 2.14 mmol) dropwise at 0 . The resulting mixture was stirred at rt for 3.5 hours. The reaction mixture was washed with water (10 mL \u00d7 2) and the organic layer was dried over anhydrous sodium sulfate. The organic solvent was removed and the residue was purified by silica gel column chromatography (PE\/EtOAc (v\/v) 2\/1) to give a white solid (260 mg, 85) .[2044]1H NMR (400 MHz, CDCl3) : delta ppm 7.59 (s, 1H) , 7.58 ?7.55 (m, 1H) , 7.31 (d, J 2.1 Hz, 1H) , 7.25 (d, J 8.8 Hz, 1H) , 6.79 (d, J 2.2 Hz, 1H) , 6.71 (t, JF-H 75.1 Hz, 1H) , 5.36 ?5.32 (m, 1H) , 4.00 (d, J 7.0 Hz, 2H) , 3.86 (s, 3H) , 1.56 (d, J 7.0 Hz, 3H) , 1.43 (s, 9H) , 1.37 ?1.32 (m, 1H) , 0.73 ?0.68 (m, 2H) , 0.46 ?0.42 (m, 2H) and MS-ESI: m\/z 548.8 [M+H]+.<\/p>\n

The synthetic route of 1-Methyl-1H-pyrazol-3-amine has been constantly updated, and we look forward to future research findings.<\/p>\n

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; YU, Tianzhu; ZHANG, Yingjun; ZHANG, Xiangyu; ZHANG, Shiguo; CHENG, Changchung; ZHANG, Jiancun; WO2015\/161830; (2015); A1;<\/a>,
Pyrazole – Wikipedia<\/a>,
Pyrazoles – an overview | ScienceDirect Topics<\/p>\n","protected":false},"excerpt":{"rendered":"

The synthetic route of 1-Methyl-1H-pyrazol-3-amine 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":[219,131],"tags":[145],"class_list":["post-5601","post","type-post","status-publish","format-standard","hentry","category-1904-31-0","category-pyrazoles-derivatives","tag-m-w0-100"],"yoast_head":"\nContinuously updated synthesis method about<\/title>\n<meta name=\"description\" content=\"These common heterocyclic compound, 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, 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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