Phenol → 6-Cyclobutyl-N-(4-phenoxyphenyl)-4-quinazolinamine

Participants

Reaction Conditions

Reaction Steps

Quinazoline 16 (50 mg, 0.18 mmol) was combined with 4-phenoxyaniline (67 mg, 0.36 mmol) in phenol (0.45 g). The mixture was heated at 100° C. for a total of 17 hours. Excess phenol was removed by distillation under reduced pressure to provide a residue which was triturated with CH2Cl2 to provide the desired quinazoline 17 (20 mg, 30%) as a yellow solid. 1H NMR (DMSO d6, 400 MHz): δ: 9.76 (s, 1H), 8.47 (s, 1H), 8.31 (s, 1H), 7.77 (d, 2H), 7.69 (m, 2H), 7.36 (t, 2H), 7.11 (t, 1H), 7.03 (d, 2H), 6.98 (d, 2H), 3.69 (m, 1H), 2.35 (m, 2H), 2.23 (m, 2H), 2.01 (m, 1H), 1.86 (m, 1H).

Provenance & Evidence