Cesium carbonate → HCID 67530662, compound

Participants

Reaction Steps

Ethyl 7-hydroxy-4-iodo-3-(4-methoxyphenyl)isoxazolo[4,5-c]pyridine-6-carboxylate (280 mg, 0.64 mmol), methylboronic acid (155 mg, 127 mmol), Pd(PPh3)4 (147 mg, 0.13 mmol) and cesium carbonate (622 mg, 1.91 mmol) were added to a flask and the flask evacuated. After refilling with nitrogen, 6.5 mL of 1,2-dimethoxyethane was added and the resulting suspension was refluxed for 16 h. The reaction mixture diluted with EtOAc (40 mL) and the solid was filtered. The solid was added to a mixture of 10% hydrochloric acid and extracted several times with EtOAc. The combined organic layer was dried over MgSO4 and concentrated, and the residue was purified flash chromatography (0-40% EtOAc/hexanes) to afford 35 mg of the title compound. MS: (+) m/z 329.41 (M+1).

Provenance & Evidence