2-(3-Bromophenyl)ethan-1-ol → 2-[3-({5-Methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)phenyl]ethanol

Participants

Reaction Steps

In a similar manner as described for Example 41, 5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (Intermediate 45) (0.025 g, 0.09 mmol), 2-(3-bromophenyl)ethanol (0.012 mL, 0.09 mmol), Pd2(dba)3 (0.008 g, 0.01 mmol), 2-(Di-t-butylphosphino)biphenyl (0.008 g, 0.03 mmol), and NaOtBu (0.011 g, 0.11 mmol) in 1,4-dioxane (1 mL) gave 2-[3-({5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)phenyl]ethanol (0.020 g) as a yellow solid. 1H NMR (Acetone-d6): δ9.13 (s, 1H), 8.91 (d, J=7.9 Hz, 1H), 8.85 (s, 1H), 8.74 (bs, 1H), 7.89-7.75 (m, 3H), 7.76 (s, 1H), 7.33 (dd, J=7.8, 7.8 Hz, 1H), 7.22 (s, 1H), 7.00 (d, J=7.7 Hz, 1H), 3.81 (t, J=7.0 Hz, 2H), 2.87 (t, J=7.0 Hz, 2H), 2.57 (s, 3H). m/z 414 (M+1).

Provenance & Evidence