Nitrogen → 4-[3-(5-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-ethyl phenyl]piperidine

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Reaction Steps

To a solution of 2-bromo-5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazole (D10) (635 mg, 1.903 mmol), 4-[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine (D119) (600 mg, 1.903 mmol) and Pd(Ph3P)4 (220 mg, 0.190 mmol) in N,N-Dimethylformamide (DMF) (5 mL) and Water (1.000 mL) was added tripotassium phosphate (1616 mg, 7.61 mmol). The solution was charged with N2 and sealed, irritated in Microwave at 120° C. for 20 min. This solution was purified by reverse phase chromatography to afford 4-[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-ethylphenyl]piperidine (D120) (100 mg). MS (ES): C24H28ClN3OS requires 441.1. found 442.1 (M+H+).

Provenance & Evidence