1,2-Dichloroethane → HCID 59813846, compound

Participants

Reaction Conditions

Reaction Steps

Thiocarbonyl diimidazole (113 mg, 0.65 mmol) was added to a mixture of 6-(6,7-dimethoxyquinolin-4-yloxy)naphthalene-1-amine (150 mg, 0.43 mmol), in CH2Cl2 (5 mL) at ambient temperature. After stirring for 3 h, the mixture was concentrated and the derived isothiocyanate was dissolved in MeCN (2 mL). A solution of 2-aminophenol (50 mg, 0.45 mmol) in MeCN (2 mL) was added and the mixture was stirred for 48 h at which point EDC (125 mg, 0.65 mmol) was introduced. The reaction was heated at 80° C. for 2 h. After cooling to ambient temperature, the suspension was filtered and the resulting solid was washed well with MeOH to furnish the title as a tan solid. MS (ESI, pos. ion) m/z: 464.1 (M+1). Mass Calc'd for C28H21N3O4: 463.48.

Provenance & Evidence