With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.924287-65-0,Methyl 2-bromo-4-fluorobenzo[d]thiazole-6-carboxylate,as a common compound, the synthetic route is as follows.
To a 50 mL round-bottom flask purged and maintained under an inert atmosphere of nitrogen was added (1S,4S,5R)-5-[[l-cyclopropyl-4-(2,6-dichlorophenyl)-1H-pyrazol-5- yl]methoxy]-2-azabicyclo [2.2.1] heptane 41g (80 mg, 0.21 mmol, 1.00 equiv.), DMA (2 mL), methyl 2-bromo-4-fluoro-l,3-benzothiazole-6-carboxylate 30c (74 mg, 0.26 mmol, 2.00 equiv.), and Cs2CO3 (137 mg, 0.42 mmol, 2.00 equiv.). The resulting mixture was heated at 60C overnight. Upon cooling to room temperature, the mixture was diluted with water (50 mL), extracted with ethyl acetate (50 mL x 3), and the combined organic extracts were washed with brine (30 mL x 3), dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (1 :5) to afford methyl 2-[(1S,4S,5R)-5-[[l-cyclopropyl-4-(2,6-dichlorophenyl)-1H- pyrazol-5-yl]methoxy]-2-azabicyclo[2.2.1]heptan-2-yl]-4-fluoro-l,3-benzothiazole-6- carboxylate 47a (50 mg, 40%) as an off-white solid.
924287-65-0 Methyl 2-bromo-4-fluorobenzo[d]thiazole-6-carboxylate 57527206, athiazole compound, is more and more widely used in various.
Reference£º
Patent; ARDELYX, INC.; CHAO, Jianhua; (231 pag.)WO2019/55808; (2019); A1;,
Thiazole | C3H3NS – PubChem
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