4-(4-Methylpiperazin-1-yl)aniline → HCID 178426954, compound

Participants

Reaction Conditions

Reaction Steps

A small screw cap test tube was charged with 1-tert-Butyl-5-methyl-1H-pyrazole-3-carboxylic acid [3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (prepared below, 179 mg, 0.4027 mmol) and THF (4 mL). To the resulting solution was added 4-(4-methyl-piperazin-1-yl)-phenylamine (77.2 mg, 0.404 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature and concentrated in vacuo. The solid residue was redissolved in EtOAc (5 mL) and Hexane (˜40 mL) was added to the solution. The precipitate that formed was collected by filtration and washed with 0° C. iPrOH (10 mL) to afford the title compound in 38% yield (0.0945 g, 0.153 mmol).

Provenance & Evidence