Potassium Carbonate → HCID 59285292, compound

Participants

Reaction Steps

A solution of 6-bromo-2-(3-{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpropyl)-4-{[4-(3-hydroxypropyl)piperazin-1-yl]methyl}isoquinolin-1(2H)-one (Example 32a, 1.0 g), N-cyclopropyl-3-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (0.165 g), potassium carbonate (0.143 g) and Pd-118 (0.034 g) was stirred in DMF (10 mL) at 80° C. under nitrogen for 2 h. The reaction was cooled, diluted with saturated brine and extracted into ethyl acetate (3×30 mL), the combined extracts were washed with brine (3×30 mL), dried, (MgSO4) filtered and evaporated. The residue was dissolved in DCM (20 mL), treated with trifluoroacetic acid (3 mL) and stirred at room temperature for 3 h, evaporated and purified by preparative HPLC (Waters Xbridge column using a 95-5% gradient of aqueous 0.2% ammonia in acetonitrile as eluent) to give the title compound (0.052 g) as a solid.

Provenance & Evidence