{"id":5457,"date":"2021-07-20T06:25:03","date_gmt":"2021-07-19T22:25:03","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=5457"},"modified":"2021-07-20T06:25:03","modified_gmt":"2021-07-19T22:25:03","slug":"continuously-updated-synthesis-method-about-84547-86-4","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=5457","title":{"rendered":"Continuously updated synthesis method about 84547-86-4"},"content":{"rendered":"

Adding a certain compound to certain chemical reactions, such as: 84547-86-4, name is 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 84547-86-4, name: 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid<\/a><\/p>\n

Example 39 4-{3-[(1S)-1-(2-Chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1-methyl-1H-pyrazole-3-carboxamide A mixture of 4-bromo-1-methyl-1H-pyrazole-3-carboxylic acid (20.0 mg, 0.0976 mmol), NH4Cl (52.2 mg, 0.976 mmol), TBTU (62.6 mg, 0.195 mmol), DIPEA (0.0340 mL, 0.195 mmol) and DMF (2 mL, 20 mmol) was stirred at rt for 10 min. The material was extracted with EtOAc, and washed with sat. NaHCO3 (3*) to remove carboxylic acid starting material. The organic layer was concentrated in vacuo. 3-[(S)-1-(2-Chloro-3-fluoro-6-methoxyphenyl)-ethyl]-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (15.0 mg, 0.0348 mmol), (1,1’bis-(diphenylphosphino)-ferrocene) palladium dichloride (3.57 mg, 0.00488 mmol), K2CO3 (20.2 mg, 0.146 mmol) and 4:1 dioxane:H2O (1 mL, 10 mmol) were added, and the mixture was heated to 95 C. for 30 min. The solution was used directly for HPLC purification, and the fractions containing the pure product were concentrated in vacuo to afford the title compound as a white solid. 1H NMR (400 MHz, CD3OD): delta=1.80 (d, J=7.1 Hz, 3H), 3.70 (br. s., 3H), 3.96 (s, 3H), 5.14 (q, J=7.2 Hz, 1H), 6.88 (dd, J=9.2, 4.2 Hz, 1H), 7.05 (t, J=8.8 Hz, 1H), 7.30 (d, J=1.0 Hz, 1H), 7.66 (s, 1H), 7.72 (s, 1H), 8.22 (br. s., 1H). MS (ES+): m\/z=428.11\/430.12 (100\/50) [MH+]. HPLC: tR=1.33 min (polar-3 min, UPLC-ACQUITY).<\/p>\n

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid, and friends who are interested can also refer to it.<\/p>\n

Reference:
Patent; OSI Pharmaceuticals, LLC; US2011\/281888; (2011); A1;<\/a>,
Pyrazole – Wikipedia<\/a>,
Pyrazoles – an overview | ScienceDirect Topics<\/p>\n","protected":false},"excerpt":{"rendered":"

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid, and friends who are interested can also refer to it.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[356,131],"tags":[127],"class_list":["post-5457","post","type-post","status-publish","format-standard","hentry","category-84547-86-4","category-pyrazoles-derivatives","tag-m-w200-300"],"yoast_head":"\nContinuously updated synthesis method about<\/title>\n<meta name=\"description\" content=\"Adding a certain compound to certain chemical reactions, such as: 84547-86-4, name is 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. 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