1H-1,2,4-Triazole → HCID 11364049, compound

Participants

Reaction Steps

In a similar manner as described for Example 9, 3-bromo-N-(1-{3-[(3-chloro-4-morpholin-4-ylphenyl)amino]-1,2,4-triazin-6-yl}ethyl)benzamide (Intermediate 24) (0.040 g, 0.080 mmol) and 1,2,4-triazole (35 mg, 0.50 mmol) in pyridine (1 mL) and phosphorus oxychloride (0.023 mL, 0.24 mmol) gave 7-(3-bromophenyl)-N-(3-chloro-4-morpholin-4-ylphenyl)-5-methylimidazo[5,1-f][1,2,4]triazin-2-amine (0.0089 g) as a yellow solid. 1H NMR (DMSO-d6): δ9.92 (s, 1H), 9.29 (s, 1H), 8.61 (dd, J=1.9, 1.8 Hz, 1H), 8.45 (ddd, J=8.1, 1.5, 1.1 Hz, 1H), 7.88 (d, J=2.5 Hz, 1H), 7.72 (dd, J=8.7, 2.6 Hz, 1H) 7.67 (ddd, J=8.1, 2.0, 1.0 Hz, 1H) 7.54 (dd, J=8.1, 7.8 Hz, 1H), 7.23 (d, J=9.0 Hz, 1H), 3.78-3.73 (m, 4H), 2.98-2.94 (m, 4H), 2.55 (s, 3H). MS m/z 499, 501 (M+1, M+3).

Provenance & Evidence