Tetrahydrofuran → N-(4-methoxyphenyl)-2-phenylquinazolin-4-amine

Participants

Reaction Steps

To a solution of 4-chloro-2-phenylquinazoline (590 mg, 2.45 mmol) in THF (10 mL) was added m-anisidine (301 mg, 2.45 mmol) and NaH (60%, 120 mg, 3.0 mmol). The mixture was refluxed for 24 h. After cooled to room temperature, the mixture was diluted with 1:1 hexane/EtOAc (100 mL), washed with water and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by chromatography (3:1 hexane/EtOAc) to yield the title compound as a white solid (173 mg, 0.53 mmol, 22%). 1H NMR (CDCl3): 8.54-8.51 (m, 2H), 8.00-7.74 (m, 5H), 7.52-7.47 (m, 4H), 7.38 (s, 1H), 7.02-7.00 (m, 2H), 3.88 (s, 3H).

Provenance & Evidence