Potassium Phosphate, Tribasic → HCID 59511774, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-isopropyl-2-[2-(3-methoxyphenyl)-4-oxo-6-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-4H-quinazolin-3-yl]acetamide (70 mg, 0.15 mmol) in DMF (3 mL) was added 3-bromo-4-fluorobenzaldehyde (70 mg, 0.34 mmol), followed by tetrakis(triphenylphosphine)palladium (Pd[P(C6H5)3]4) (24 mg, 0.02 mmol) and 2M K3PO4 (aq.) (0.38 mL, 0.76 mmol). The mixture was heated at 80° C. under argon for 20 h, then cooled to room temperature and DMF evaporated in vacuo. The crude product was purified by preparative thin layer chromatography on silica gel with methanol:dichloromethane (1:9, v/v) as eluent to provide 2-[6-(2-fluoro-5-formylphenyl)-2-(3-methoxyphenyl)-4-oxo-4H-quinazolin-3-yl]-N-isopropylacetamide (19.3 mg, 0.04 mmol, 27% yield).

Provenance & Evidence