Triethylamine → HCID 86627481, compound

Participants

Reaction Steps

97 μL (0.70 mmol) of triethylamine and 61 μL (0.42 mmol) of N-methylphenethylamine are added to 115 mg (0.35 mmol) of 8-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid (synthesis 2) suspended in 2 mL of anhydrous dichloromethane and 0.5 mL of anhydrous dimethylformamide. The reaction mixture is stirred for 5 hours at room temperature. The solvents are evaporated then the residue is taken up in 2 mL of anhydrous ethanol. A solution of 255 μL (3.5 mmol) of thionyl chloride in 1 mL of anhydrous ethanol is then added slowly. The reaction mixture is stirred at 70° C. for 5 days then cooled to room temperature. The solid is filtered then the filtrate is evaporated. The residue is purified by chromatography on silica (eluent dichloromethane/methanol 96/4) to give 63 mg (40%) of 8-(methyl-phenethyl-sulfamoyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate in the form of a beige solid.

Provenance & Evidence