Water → HCID 58913086, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-(4-hydroxybenzyl)-7-methoxy-6-methyl-3-(4-trifluoromethyl-phenyl)-chromen-2-one (50 mg, 0.113 mmol), K2CO3 (48 mg, 0.35 mmol) and 1-(2-chloroethyl)pyrrolidine.HCl (24 mg, 0.14 mmol) in EtOH (1 mL) containing water (100 μL) was stirred at 55° C. for 5 h. The mixture was cooled to room temperature and was poured into CH2Cl2—H2O. The layers were separated and the aqueous phase was extracted with CH2Cl2 (3×). The combined organic layers were dried (MgSO4) and the solvent was removed in vacuo. The residue was purified using flash chromatography (silica gel, 40:1 CH2Cl2:MeOH) to provide the title compound as a beige solid (37 mg, 61%). MS (ESI) m/z 537.9 (M+H)+; HPLC tR 5.22 min.

Provenance & Evidence