Toluene → HCID 10391720, compound

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Reaction Steps

2-(8-Methoxycarbonyl-1-oxo-3-phenyl-1,2-dihydropyrido[3,4-b]-indol-2-yl)-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide. To a solution of the product from Example 3.a. (0.1 g) in dimethyl sulfoxide (1 mL) and toluene (1 mL) was added 1-(3-dimethyl- aminopropyl)-3-ethylcarbodiimide hydrochloride (0.34 g) and dichloroacetic acid (0.06 mL), and the resulting solution was allowed to stir for 2 hours. The mixture was poured into ethyl acetate, washed (1N hydrochloric acid, H2O), dried and evaporated. The resulting material was chromatographed, with ether as the eluent, give the ketone (0.90 g) as a white solid; TLC: Rf =0.65, methanol:dichloromethane (2:98); MS: m/z=528(M+1).

Provenance & Evidence