Benzene, 2-bromo-1,4-dimethoxy- → HCID 11774714, compound

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-bromo-1,4-dimethoxybenzene (0.019 g, 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 N-(2,5-dimethoxyphenyl)-5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (0.020 g) as a yellow solid. 1H NMR (CDCl3): δ8.85 (s, 1H), 8.84-8.80 (m, 1H), 8.66 (s, 1H), 8.05 (d, J=3.0 Hz, 1H), 7.71-7.60 (m, 3H), 6.84 (d, J=8.8 Hz, 1H), 6.55 (dd, J=8.8, 3.0 Hz, 1H), 3.90 (s, 3H), 3.76 (s, 3H), 2.63 (s, 3H). MS m/z 430 (M+1).

Provenance & Evidence