1H-1,2,4-Triazole → HCID 11751149, compound

Participants

Reaction Steps

In a similar manner as described for Example 9, 1-methyl-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)-1H-indole-3-carboxamide (Intermediate 36) (180 mg, 0.39 mmol), and 1,2,4-triazole (165 mg, 2.34 mmol) in pyridine (3 mL) and phosphorous oxychloride (0.11 mL, 1.2 mmol) gave 5-methyl-7-(1-methyl-1H-indol-3-yl)-N-(3,4,5-trimethoxyphenyl)-imidazo[5,1-f][1,2,4]triazin-2-amine (102 mg, 59%) as a yellow solid. 1H NMR (DMSO-d6): δ9.47 (s, 1H), 9.16 (s, 1H), 8.52 (d, J=7.87 Hz, 1H), 8.40 (s, 1H), 7.54 (d, J=8.06 Hz, 1H), 7.28 (t, J=7.23 Hz, 1H), 7.20 (t, J=7.42 Hz, 1H), 7.11 (s, 2H), 3.86 (s, 3H), 3.74 (s, 6H), 3.67 (s, 3H), 2.57 (s, 3H). MS m/z 444 (M+1).

Provenance & Evidence