4-[3-(diethylamino)propoxy]Benzenamine → HCID 178418991, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-(3-diethylamino-propoxy)-phenylamine (913 mg, 1.3 equiv.) in THF (14 mL) is added 4-methyl-3-hydroxymethylene-1,3-dihydro-indol-2-one (554 mg, 3.17 mmol) in one portion. The resulting reaction mixture is stirred and heated at 72° C. overnight. The reaction solution is cooled to room temperature and partitioned between EtOAc:H2O. The organic layer is collected and washed with saturated aqueous NaHCO3 and dried over anhydrous Na2SO4. The organic phase is filtered and concentrated. The residue obtained is triturated with 1:4 EtOAc:hexane to give the named compound as a yellow solid (625.8 mg, 52%).

Provenance & Evidence