1H-1,2,4-Triazole → HCID 11432818, compound

Participants

Reaction Steps

In a similar manner as described for Example 9, 2-{[3-(trifluoromethyl)phenyl]amino}-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)benzamide (Intermediate 40) (276 mg, 0.48 mmol), and 1,2,4-triazole (200 mg, 2.91 mmol) in pyridine (3 mL) and phosphorous oxychloride (0.14 mL, 1.5 mmol) gave 5-methyl-7-(2-{[3-(trifluoromethyl)phenyl]amino}phenyl)-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine (124 mg, 48%) as a yellow solid. 1H NMR (CDCl3): δ9.53 (s, 1H), 8.83 (s, 1H), 8.39 (dd, J=7.87 and 1.28 Hz, 1H), 7.45 (d, J=8.06 Hz, 1H), 7.32 (t, J=7.78 Hz, 2H), 7.23 (m, 2H), 7.12 (d, J=7.51 Hz, 1H), 7.01 (t, J=7.32 Hz, 1H), 6.92 (s, 1H), 6.90 (s, 2H), 3.83 (s, 3H), 3.79 (s, 6H), 2.63 (s, 3H). MS m/z 550 (M+1).

Provenance & Evidence