Dichloromethane → HCID 178510989, compound

Participants

Reaction Conditions

Reaction Steps

1-Acetyl-3-[1-ethoxy-1-phenyl-meth-(Z)-ylidene]-1,3-dihydro-indol-2-one (50 mg, 0.163 mmol) and [6-(4-amino-benzoylamino)-hexyl]-carbamic acid tert-butyl ester (65 mg, 0.195 mmol) were combined in DMF (1 mL) and stirred for 24 hours at 110° C. The DMF was removed by rotary evaporation under high vacuum. The residue was re-dissovled in MeOH (1 mL), a solution of 0.5 M sodium methoxide was added (0.5 mL) and the reaction was stirred at ambient temperature for 1 hour. 4N HCl in dioxane(1 mL) was added and the reaction was stirred overnight. The reaction was concentrated by rotary evaporation. Flash chromatography in a polar gradient of [20%(10% ammonium hydroxide in MeOH) and 80% dichloromethane] provided 60 mg of N-(6-amino-hexyl)-4-({[2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-phenyl-methyl}-amino)-benzamide (82% yield).

Provenance & Evidence