2,6-Lutidine → N-{1-[3-(n-butoxycarbonylamino)benzyl] indol-5-ylcarbonyl}-2-methylbenzene sulphonamide

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Reaction Steps

The amine (Example 4) (0.17 g) was dissolved in dichloromethane (5 ml) and 2,6-lutidine (50 μl) and stirred as n-butyl chloroformate (55 μl) was added over 2 minutes. The reaction mixture was stirred for 3 hours, diluted with dichloromethane and washed with 0.5N hydrochloric acid, then water. The organic extract was dried over anhydrous magnesium sulphate, filtered and evaporated in vacuo. Purification by flash chromatography on silica, eluting with 0-5% ethyl acetate in dichloromethane, yielded N-{1-[3-(n-butoxycarbonylamino)benzyl] indol-5-ylcarbonyl}-2-methylbenzene sulphonamide as a gum.

Provenance & Evidence