Potassium Carbonate → HCID 67391407, compound

Participants

Reaction Conditions

Reaction Steps

A solution of tert-butyl 4-{[6-bromo-2-(3-{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpropyl)-1-oxo-1,2-dihydroisoquinolin-4-yl]sulfonyl}-1,4-diazepane-1-carboxylate (Example 46c, 83 mg) in DMF (2 mL) was treated with N-cyclopropyl-3-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (39 mg), Pd-118 (2.4 mg) and potassium carbonate (33 mg) under nitrogen. The resulting mixture was stirred at 70° C. for 1 h. The cooled reaction mixture was partitioned between ethyl acetate and water. The aqueous was extracted with ethyl acetate (2×100 mL). The combined organics were washed with water (3×100 mL), brine (3×100 mL) dried (MgSO4), filtered, and evaporated under reduced pressure. The crude product was purified (SiO2 chromatography, elution with 50% ethyl acetate/isohexane) to afford the subtitle compound (0.055 g).

Provenance & Evidence