2-(Di-tert-butylphosphino)biphenyl → Tert-butyl 3-({5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)benzylcarbamate

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), tert-butyl 3-iodobenzylcarbamate (0.028 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 tert-butyl 3-({5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)benzylcarbamate (0.014 g) as a yellow solid. 1H NMR (CDCl3): δ8.82 (s, 1H), 8.80 (s, 1H), 8.66 (d, J=7.3 Hz, 1H), 7.79-7.73 (m, 1H), 7.70-7.60 (m, 2H), 7.42-7.28 (m, 4H), 7.18 (bs, 1H), 7.04 (d, J=7.7 Hz, 1H), 4.32 (bs, 2H), 2.61 (s, 3H), 1.46 (s, 9H). MS m/z 499 (M+1).

Provenance & Evidence