Water → Methyl (4-{[4-(2-tert-butylphenyl)piperazin-1-yl]carbonyl}-1H-imidazol-1-yl)acetate

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Reaction Steps

A mixture of 1-(2-tert-butylphenyl)-4-(1H-imidazol-4-ylcarbonyl)piperazine (Example 3, 0.60 g, 1.92 mmol), methyl bromoacetate (0.35 g, 2.3 mmol) and potassium carbonate (0.80 g, 5.8 mmol) in N,N-dimethylformamide (6.4 mL) was stirred at room temperature for 16 h. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate 50:50 to 0:100 then ethyl acetate/methanol 100/0 to 90/10) to give the title compound (0.49 g, 66%) as a white powder.

Provenance & Evidence