Ethyl bromoacetate → (4-[3-(2-formyl-4,5,6,7-tetrahydro-1H-indol-3-yl)-propyl]-piperazin-1-yl}-acetic acid ethyl ester

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Reaction Steps

3-(3-Piperazin-1-yl-propyl)-4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde (170 mg, 0.62 mmol), prepared as described in Example 8, was mixed with bromo-acetic acid ethyl ester (89 ml, 0.8 mmol, 1.3 eq.) and potassium carbonate (342 mg, 2.5 mmol, 4 eq.) in dimethylformamide. The mixture was stirred at room temperature overnight. The salt was filtered out and the filterate was rotary evaporated and purified by flash chromatography, eluting with (dichloromethane/methanol 40/1, 30/1) to give 140 mg of {(4-[3-(2-formyl-4,5,6,7-tetrahydro-1H-indol-3-yl)-propyl]-piperazin-1-yl}-acetic acid ethyl ester.

Provenance & Evidence