HCID 13895871, compound → HCID 86748031, compound

Participants

Reaction Steps

15 mg (0.028 mmol) of (S)-N-[2-[[1-(chloromethyl)-1,6-dihydro-5-hydroxy-8-methylbenzo[1,2-b:4,3-b']dipyrrol-3(2H)-yl]carbonyl]-1H-indol-5-yl]-1H-Indole-2-carboxamide is dissolved in 2 ml of dry pyridine at 5° C., degassed with nitrogen and treated with 0.005 ml of acetyl chloride. After 30 min. at 5° C., the solution is warmed to room temperature, quenched with 1 ml of water, diluted with 50 ml of ethyl acetate, and washed with two 20 ml portions of 1:1 brine/1N hydrochloric acid, and then brine. The solution is dried with sodium sulfate, filtered, adsorbed on 1 g of Celite™, and flash chromatographed on 10 g of silica gel, eluting with 50% ethyl acetate in hexane to give in fractions (25 ml) 6-12 the title compound as a solid.

Provenance & Evidence