Benzene, 1-iodo-3-(trifluoromethyl)- → 5-methyl-7-phenyl-N-(3-(trifluoromethyl)phenyl)imidazo[1,5-f][1,2,4]triazin-2-amine

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Reaction Steps

In a similar manner as described for Example 25, 5-methyl-7-phenylimidazo[5,1-f][1,2,4]triazin-2-amine hydrochloride (26 mg, 0.1 mmol), 1-iodo-3-(trifluoromethyl)benzene (33 mg, 0.12 mmol), tris(dibenzylideneacetone)dipalladium (10 mg, 0.01 mmol), 2-(di-t-butylphosphino)biphenyl (10 mg, 0.03 mmol) and sodium t-butoxide (25 mg, 0.23 mmol) in dioxane (0.80 mL) gave 5-methyl-7-phenyl-N-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (30 mg, 81%) as a yellow solid. 1H NMR (CDCl3): δ8.83 (s, 1H), 8.46-8.49 (m, 2H), 8.33 (s, 1H), 7.43-7.57 (m, 5H), 7.35 (d, J=7.51 Hz, 1H), 7.08 (s, 1H), 2.63 (s, 3H). MS m/z 369 (M+1).

Provenance & Evidence