1H-1,2,4-Triazole → 7-(5-bromothien-2-yl)-5-methyl-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine

Participants

Reaction Steps

In a similar manner as described for Example 9, 5-bromo-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)thiophene-2-carboxamide (Intermediate 22) (0.35 g, 0.70 mmol) and 1,2,4-triazole (290 mg, 4.2 mmol) in pyridine (5 mL) and phosphorus oxychloride (0.200 mL, 2.1 mmol) gave 7-(5-bromothien-2-yl)-5-methyl-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine (0.026 g) as a yellow solid. 1H NMR (DMSO-d6): δ9.70 (s, 1H), 9.24 (s, 1H), 7.83 (d, J=4.0 Hz, 1H), 7.38 (d, J=4.0 Hz, 1H), 7.10 (s, 2H), 3.81 (s, 6H), 3.66 (s, 3H), 2.51 (s, 3H). MS m/z 476, 478 (M+1, M+3).

Provenance & Evidence