(4-Amino-3-methylphenyl)methanesulfonamide → 5,9-Bis(2,2,2-trifluoroethoxy)-7-[2-methyl-4-(sulfamoylmethyl)phenyl]-7,8-dihydro-6H-pyrrolo[3,4-g]quinoline-6,8-dione

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Reaction Steps

A mixture containing 5,9-bis(2,2,2-trifluoroethoxy)furo[3,4-g]quinoline-6,8-dione (42 g, 106 mmol) 5 and 1-(4-amino-3-methylphenyl)methanesulfonamide 15 (24 g, 1.13 equiv) from Preparative Example 1 in AcOH (350 ml) was degassed under vacuum and heated to reflux under nitrogen for 6.5 h. The solvent was then evaporated and the residue was partially dissolved into 50% EtOAc/toluene (800 ml) and cooled down to 0 C. The solid was filtered and washed with toluene to yield a first crop of material as a brownish solid (50.36 g).

Provenance & Evidence