Potassium Iodide → Ethyl 4-{3-{4-amino-3-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy}benzoyl}indol-1-yl}butanoate hydrochloride

Participants

Reaction Conditions

Reaction Steps

Ethyl 4-{3-[4-amino-3-(3-chloropropoxy)benzoyl]indol-1-yl}butanoate (22.8 g) was dissolved in N,N-dimethylformamide (115 ml), and 1-(2-methoxyphenyl)piperazine hydrochloride (12.9 g), potassium iodide (17.1 g), potassium carbonate (17.8 g) were added to the solution. The thus-produced mixture was stirred at 90° C. for one hour. The reaction mixture was cooled and diluted with ethyl acetate (200 ml). The formed solution was sequentially washed with water and saturated brine, and dried. The solution was concentrated under reduced pressure. A′4N solution (28 ml) of hydrochloric acid in dioxane was added to the residue, and crystals so precipitated were collected by filtration. The collected crystals were recrystallized from ethanol, to thereby obtain 27.4 g of ethyl 4-{3-{4-amino-3-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy}benzoyl}indol-1-yl}butanoate hydrochloride as yellow crystals.

Provenance & Evidence