With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.182344-56-5,2-Chloro-4-fluorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.
EXAMPLE 107 [0545] Preparation of cis-(2S)-(-)-1-(4-Indolyioxy)-3-(4-(4-fluorobenzothiazol-2-yl)-2-methylpiperidin-1-yl)-2-propanol Oxalate. [CHEMMOL-00165] [0546] Preparation of 4-(4-Fluorobenzothiazol-2-yl)-1-(t-butyloxycarbonyl)-2-methyl-1,2,3,6-tetrahydropyridine [CHEMMOL-00166] [0547] Scheme IA, Step A: To a mixture of 2-chloro-4-fluorobenzothiazole (1.012 g, 5.39 mmol) in 1,4-dioxane (60 mL) was added 2-methyl-4-trifluoromethylsulfonyl-1-(t-butyloxycarbonyl)-1,2,3,6-tetrahydropyridine (1.956 g, 5.66 mmol), hexamethylditin (1.767 g, 5.39 mmol), tetrakis(triphenylphosphine)-palladium (0.312 g, 0.269 mmol) and lithium chloride (0.686 g, 16.2 mmol). The mixture was heated at reflux for 20 hours, then cooled to 20 C. and diluted with saturated potassium fluoride and ethyl acetate. The mixture was stirred for 2 hours then partitioned and the organic layer was washed with brine, dried over sodium sulfate and evaporated. The residue was chromatographed over silica gel (hexanes/50% ethyl acetate in hexanes gradient elution) to give the intermediate title compound as a yellow amorphous solid (1.227 g, 72%). FDMS m/e=349 (M++1).
182344-56-5, As the paragraph descriping shows that 182344-56-5 is playing an increasingly important role.
Reference:
Patent; Hansen, Marvin Martin; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Koch, Daniel James; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko; US2004/6229; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica