Potassium Carbonate → HCID 86700453, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-methyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-chloropyrimidin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetate (20.0 mg, 0.038 mmol) and N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-2-yl)cyclohexanecarboxamide (17.2 mg, 0.045 mmol) in dioxane (0.4 mL) was added Pd(PPh3)4 (2.2 mg, 0.002 mmol) and 2N K2CO3 (79 μL, 0.158 mmol). The reaction was degassed for 5 minutes with N2 and then heated at 90° C. for 10 h. After cooling, the reaction mixture was diluted with EtOAc, extracted with H2O, brine, dried over Na2SO4, filtered and concentrated and purified by flash column chromatography (silica gel, 0 to 50% ethyl acetate/hexanes) to give the product. LCMS-ESI+: calc'd for C41H41ClN5O4S: 734.3 (M+H+); found: 734.3 (M+H+).

Provenance & Evidence