Ethyl 5-bromopyridine-3-carboxylate → HCID 11236071, 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), ethyl 5-bromonicotinate (0.020 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 ethyl 5-({5-methyl-7-[3-(trifluoromethyl)phenyl]-imidazo[5,1-f][1,2,4]triazin-2-yl}amino)nicotinate (0.020 g) as a yellow solid. 1H NMR (Acetone-d6): δ9.24 (bs, 1H), 9.22 (s, 1H), 9.08 (d, J=2.4 Hz, 1H), 8.96-8.92 (m, 2H), 8.85 (d, J=1.4 Hz, 1H), 8.75 (s, 1H), 7.91-7.86 (m, 1H), 7.83-7.74 (m, 1H), 4.41 (q, J=7.1 Hz, 2H), 2.61 (s, 3H), 1.33 (t, J=7.1 Hz, 3H). MS m/z 443 (M+1).

Provenance & Evidence