A common heterocyclic compound, the isothiazole compound, name is 4-Bromoisothiazole,cas is 24340-77-0, mainly used in chemical industry, its synthesis route is as follows.,24340-77-0
A mixture of t-butyl 5-(2,2-dimethylbutyl)-2-{2-[4-(4,4,5,5-tetramethyl- 1,3,2- dioxaborolan-2-yl)phenyl]ethyl} lH-imidazole-l-carboxylate (intermediate 8, 3.59 g, 7.45 mmol), 4-bromoisothiazole (2.44 g, 14.90 mmol), l,r-bis(diphenylphosphino)ferrocene- palladium dichloride dichoromethane complex (1:1) (608 mg, 0.745 mmol), potassium carbonate (5.15 g, 37.25 mmol) and DME (35 mL) was degassed and filled with nitrogen. After stirring at 80C overnight, the mixture was cooled and partitioned between water (50 mL) and ethyl acetate (50 mL). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (3x). The combined organic extracts were washed by water, brine, dried over MgSO4, filtered and concentrated. The residue was purified by silica gel chromatography (eluting with 5 to 20% ethyl acetate in hexanes) to afford t-butyl 5-(2,2-dimethylbutyl)-2-[2-(4-isothiazol-4- ylphenyl)ethyl]-lH-l-carboxylate. LCMS: found m/e 440 (M+eta)+.
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Reference£º
Patent; MERCK & CO., INC.; WO2008/51405; (2008); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com