2-(Di-tert-butylphosphino)biphenyl → HCID 11179187, 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) (0.050 g, 0.17 mmol), N-[2-(3-bromo-4-methoxyphenyl)ethyl]acetamide (0.046 g, 0.17 mmol), Pd2(dba)3 (0.016 g, 0.02 mmol), 2-(Di-t-butylphosphino)biphenyl (0.015 g, 0.05 mmol), and NaOtBu (0.033 g, 0.34 mmol) in 1,4-dioxane (2 mL) gave N-{2-[4-methoxy-3-({5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)phenyl]-ethyl}acetamide (0.057 g) as a yellow solid. 1H NMR (CDCl3): δ8.85 (s, 1H), 8.80 (d, J=7.7 Hz, 1H), 8.62 (s, 1H), 8.23 (s, 1H), 7.73-7.63 (m, 3H), 6.88 (s, 2H), 5.83 (s, 1H), 5.39 (bs, 1H), 3.93 (s, 3H), 3.50 (q, J=6.6 Hz, 2H), 2.81 (t, J=6.6 Hz, 2H), 2.24 (s, 3H), 1.86 (s, 3H). MS m/z 485 (M+1).

Provenance & Evidence