Potassium Carbonate → HCID 86651954, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde (50 mg, 0.14 mmol) and pyridine boronic acid (20 mg, 0.16 mmol) in 10:1 DMF/water (1 mL) was added K2CO3 (36 mg, 0.26 mmol) and tetrakistriphenylphosphine palladium (7.5 mg, 0.007 mmol). The mixture was heated to 120° C. under microwave irradiation for 20 min. Ethyl acetate (20 mL) was added and the solution was washed with water (2×5 mL) and brine (5 mL), dried over MgSO4 and concentrated. The residue was purified by silica gel chromatography (3:1 EtOAc/Hex) to give the title compound as a pale yellow solid (31 mg, 62%). MS ESI [M+H]+, calcd for [C19H23N3O2Si+H]+ 354.2; found m/z 354.2.

Provenance & Evidence