Allyl bromide → (6-Allyloxy-7-methoxy-quinazolin-4-yl)-(4-chloro-phenyl)-amine

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-(4-chloro-phenylamino)-7-methoxy-quinazolin-6-ol (0.61 g, 2.02 mmol) (from Example 16, Step B, supra) in acetone (50 mL) was added K2CO3 (0.84 g, 6.06 mmol), and allyl bromide (0.52 mL, 6.06 mmol) (Aldrich). The reaction mixture was heated with stirring at 90° C. for 4 hours. The mixture was cooled to room temperature, filtered and the filtrate was concentrated. The residue was purified by chromatography using EtOAc/CH2Cl2/Et3N (1:1:0.01) as eluent to give the desired (6-allyloxy-7-methoxy-quinazolin-4-yl)-(4-chloro-phenyl)-amine as a white solid. (Yield 0.5 g, 72%).

Provenance & Evidence