1,4-Dioxane → 1-(1-Methylethyl)-N-[6-(2-oxo-2,3-dihydro-1H-indol-4-yl)-1H-indazol-4-yl]-1H-pyrazole-5-carboxamide

Participants

Reaction Conditions

Reaction Steps

A microwave vial was charged with 1-(1-methylethyl)-N-[2-(tetrahydro-2H-pyran-2-yl)-6-(4,4,6,6-tetramethyl-1,3,2-dioxaborinan-2-yl)-2H-indazol-4-yl]-1H-pyrazole-5-carboxamide (70 mg), Solvias catalyst (8 mg), tripotassium phosphate (90 mg) and 4-bromo-1,3-dihydro-2H-indol-2-one (available from Apollo, 33 mg), 1,4-dioxane (0.5 ml) and water (0.1 ml). The reaction was heated under microwave irradiation for a total of 30 min at 120° C.). Further tripotassium phosphate (60 mg) and Solvias catalyst (8 mg) were added and the reaction was heated under microwave irradiation for 10 min at 120° C. The reaction was passed through a silica cartridge, dried, then extracted with DCM and water before drying the DCM under a stream of nitrogen. The residue was purified as follows:

Provenance & Evidence