Potassium Carbonate → HCID 136052226, compound

Participants

Reaction Conditions

Reaction Steps

A 100-mL round bottom flask was charged with 1-(5-bromo-2-(methoxymethoxy)phenyl)-4-methoxybutane-1,3-dione (16, 780 mg, 2.36 mmol), benzamidine hydrochloride (457 mg, 2.39 mmol), potassium carbonate (705 mg, 5.10 mmol) and anhydrous dioxane (16 mL). The mixture was stirred at 110° C. for 16 h under a nitrogen atmosphere. As the reaction was deemed complete by LC-MS, the mixture was cooled to room temperature and poured onto 1N NaHSO4 (50 mL). Extractions with EtOAc (2×80 mL) followed. The combined organic layers were washed with water (40 mL), brine (30 mL), and then dried over MgSO4. After purification by flash chromatography (96:4 CH2Cl2/CH3OH), the title compound (17) was obtained as colorless oil (574 mg, 57% yield).

Provenance & Evidence