Water → HCID 22625082, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-hydroxy-6-methoxy-4-phenoxyquinazoline (95 mg, 0.35 mmol), 4-chloromethyl pyridine hydrochloride (120 mg, 0.74 mmol) and potassium carbonate (200 mg, 1.4 mmol) in DMF (5 ml) were heated at 80° C. for 2 hours. The reaction mixture was allowed to cool, water was added and the mixture extracted with ethyl acetate (3×50 ml). The combined extracts were then washed with water and dried (MgSO4). The solvent was removed by evaporation and the residue trituated with an ethyl acetate/hexane mixture to give 6-methoxy-4-phenoxy-7-(4-pyridylmethoxy)quinazoline (44 mg, 35%) as a white solid. 1H NMR Spectrum: (DMSOd6) 4.02(s, 3H); 5.47(s, 2H); 7.25-7.35(m, 3H); 7.45(s, 1H); 7.4-7.55(m, 4H); 7.62(s, 1H); 8.52(s, 1H); 8.63(dd, 2H) MS-ESI: 360 [MH]+

Provenance & Evidence