4-(4-Methylpiperazin-1-yl)aniline → N-methyl-3-[[3-[[4-(4-methylpiperazin-1-yl)anilino]methylidene]-2-oxo-1H-indol-6-yl]sulfanyl]benzamide

Participants

Reaction Conditions

Reaction Steps

A small screw cap test tube was charged with 3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indol-6-ylsulfanyl)-N-methyl-benzamide (as prepared below; 20 mg, 0.062 mmol) and THF (1 mL). To the resulting solution was added 4-(4-methyl-piperazin-1-yl)-phenylamine (12 mg, 0.062 mmol), and the mixture was stirred for 24 h at 68° C. Subsequently, the reaction mixture was cooled to room temperature and then concentrated in vacuo. Purification of the crude residue via flash silica gel chromatography (10% MeOH in CHCl3) afforded the title compound in 39% yield (12 mg, 0.024 mmol).

Provenance & Evidence