Potassium Carbonate → HCID 69207637, compound

Participants

Reaction Steps

A solution of N-(4-{[3-(2,6-dichlorophenyl)-5-isopropylisoxazol-4-yl]methoxy}-2-methylphenyl)-N-methylamine (0.45 g, 1.1 mmol) in dimethylformamide (4 mL) was treated with potassium carbonate (0.15 g, 1.1 mmol) followed by methyl 3-(bromomethyl)benzoate (0.25 g, 1.1 mmol). After stirring at ambient temperature for 24 h, the reaction was partitioned with ethyl acetate and water. The organic layer was washed with water (2×50 mL), brine (50 mL), dried over anhydrous magnesium sulfate, filtered and condensed to a residue which was chromatographed on silica gel eluting with 20% ethyl acetate/hexanes. Yield=0.43 g. (70%) of methyl 3-{[(4-{[3-(2,6-dichlorophenyl)-5-isopropylisoxazol-4-yl]methoxy}-2-methylphenyl)(methyl)-amino]methyl}benzoate.

Provenance & Evidence