1H-1,2,4-Triazole → HCID 11155941, compound

Participants

Reaction Steps

In a similar manner as described for Example 9, 3-phenoxy-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)benzamide (Intermediate 31) (58 mg, 0.11 mmol), and 1,2,4-triazole (55 mg, 0.80 mmol) in pyridine (2 mL) and phosphorous oxychloride (0.037 mL, 0.40 mmol) gave 5-methyl-7-(3-phenoxyphenyl)-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine (27 mg, 49%) as a tan-yellow solid. 1H NMR (CD3OD): δ8.99 (s, 1H), 8.08 (d, J=7.87 Hz, 1H), 7.96 (t, J=1.92 Hz), 7.44 (t, J=8.06 Hz, 1H), 7.31 (t, J=7.87 Hz, 2H), 7.00-7.11 (m, 6H), 3.77 (s, 6H), 3.72 (s, 3H), 2.54 (s, 3H). MS m/z 448 (M+1).

Provenance & Evidence