Sodium Iodide → N-(2-(5-Chloro-1H-indol-3-yl)ethyl)-3-(3-methoxybenzyl)benzamide

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N-(2-(5-Chloro-1H-indol-3-yl)ethyl)-3-(3-methoxybenzyl)benzamide was prepared according to method B with N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-(chloromethyl)benzamide (0.075 g; 0.240 mmol), 3-methoxyphenylboronic acid (0.038 g; 0.240 mmol), tetrakis(triphenylphosphine)palladium(0) (0.014 g; 0.012 mmol), sodium carbonate (0.051 g; 0.479 mmol), sodium iodide (0.072 g; 0.479 mmol), in dimethoxyethane (3 mL) and water (1 mL), irradiated in a microwave oven at 130° C. for 15 minutes. Flash chromatography on silica gel (eluent 1 to 10% ethyl acetate in dichloromethane) furnished 0.053 g (53%) of the title compound as a white solid.

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