5-Amino-2-hydroxybenzimidazole → N-tert-Butyl-3-[2-(2-oxo-2,3-dihydro-1H-benzimidazol-5-ylamino)-pyrrolo[2,1-f][1,2,4]triazin-7-yl]-benzenesulfonamide

Participants

Reaction Steps

Following the synthetic and purification procedures described in Example 1293d, a 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 5-amino-1,3-dihydro-benzimidazol-2-one (67 mg, 0.45 mmol) at 105° C. for 72 h to afford the title compound. Yield of TFA salt: 82 mg (52%) of brown powder; LC/MS: 478 (M+H); HPLC: 97% pure, RT=2.83 min; 1H NMR: (DMSO, δ) 10.46 (s, 1H), 10.42 (s, 1H), 9.34 (s, 1H), 9.00 (s, 1H), 8.52 (s, 1H), 8.44 (d, J=8.0, 1H), 7.84 (d, J=8.3, 1H), 7.73 (appt, J=8.0, 1H), 7.63 (s, 1H), 7.47 (dd, J=8.1, 1.8, 1H), 7.23 (s, 1H), 7.19 (d, J=5.0, 1H), 6.98 (d, J=3.6, 1H), 6.93 (d, J=8.3, 1H), 1.11 (s, 9H).

Provenance & Evidence