Potassium Phosphate, Tribasic → HCID 45275458, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(3,5-dibromopyridin-4-yl)piperidine-4-carboxamide E27 (50 mg, 0.14 mmol), 4-trifluoromethylbenzene boronic acid (0.11 g, 0.56 mmol) and potassium phosphate (0.20 g, 0.96 mmol) in toluene (4 mL) was added tetrakis(triphenylphosphine)palladium(0) (18 mg, 10 mol %). The mixture was heated at 170° C. in a microwave reactor for 60 min, then poured into a saturated solution of sodium hydrogencarbonate (25 mL). The mixture was extracted with EtOAc (2×20 mL) and the combined organic extracts were washed with water (25 mL), brine (25 mL), dried (MgSO4) and the solvent was removed under reduced pressure. The crude product was purified by flash column chromatography on silica gel (CH2Cl2, MeOH, 98:2) and further purified preparative hplc (H2O, MeCN, gradient 90:10 to 10:90 over 30 min) (11 mg, 9%), m/z (ESI) C18H18BrF3N3O requires 428.0580 found [M+H]+ 428.0574.

Provenance & Evidence