5-Aminobenzimidazole → HCID 66712689, compound

Participants

Reaction Steps

Following the synthetic and purification procedures described in Example 1293d, N-tert-butyl-3-(2-methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-benzenesulfonamide (103 mg, 0.262 mmol) was coupled with 3H-benzimidazol-5-ylamine (60 mg, 0.45 mmol) at 105° C. for 120 h to afford the title compound. Yield of TFA salt: 24 mg (16%) of brown powder; LC/MS: 462 (M+H); HPLC: 97% pure, RT=2.65 min; 1H NMR: (DMSO, δ) 9.91 (s, 1H), 9.40 (s, 1H), 9.11 (s, 1H), 8.59 (s, 1H), 8.42 (d, J=8.0, 1H), 8.09 (s, 1H), 8.01 (d, J=8.0, 1H), 7.85 (m, 2H), 7.77 (t, J=7.7, 1H), 7.65 (s, 1H), 7.28 (d, J=4.9, 1H), 7.06 (d, J=4.9, 1H), 1.10 (s, 9H)— benzimidazole NH presumably underwent rapid exchange with residual water.

Provenance & Evidence