Potassium Carbonate → HCID 11482284, compound

Participants

Reaction Conditions

Reaction Steps

8-chloro-6-methyl-3,4-dihydro-pyrano[3,4-c]pyridine-1-on (250 mg, 1.265 mmol), 4-fluorophenyl boronic acid (265 mg, 1.898 mmol), Pd(PPh3)4 (146 mg, 0.127 mmol) and anhydrous potassium carbonate (350 mg, 2.530 mmol) were suspended in 10 mL of anhydrous toluene and then refluxed for about 15 hours under the nitrogen atmosphere. The mixture was added with 20 mL of a saturated solution of ammonium chloride and 10 mL of distilled water while stirring at 0° C. and then extracted twice with 60 mL of methylene chloride. The resulting organic layer was dried using anhydrous sodium sulfate, filtered and concentrated. A silica gel column chromatography (5% EtOAc/MC) was performed on the resulting residue and 135 mg (42%) of 8-(4-fluorophenyl)-6-methyl-3,4-dihydro-pyrano[3,4-c]pyridine-1-on was obtained in pale yellow solid.

Provenance & Evidence