HCID 69060862, compound → HCID 178424556, compound

Participants

Reaction Steps

General procedure for t-butyl cleavage: N-(2-tert-butyl-5-m-tolyl-2H-pyrazol-3-yl) 1-(3-Fluoro-phenyl)-1H-benzimidazole-5-carboxamide (110 mg, 0.235 mmol) was dissolved in formic acid (3 mL) and the mixture stirred at reflux for 30 min. The solvent was then evaporated and chased with CHCl3 and Et2O and the residue triturated with MeOH. The resulting precipitate was filtered off and washed with MeOH and CHCl3 to give N-(5-m-tolyl-2H-pyrazol-3-yl) 1-(3-fluorophenyl)-1H-benzimidazole-5-carboxamide: 1H NMR (400 MHz, CDCl3) δ 2.55 (s, 3H), 7.05 (br.s, 1H), 7.18 (br.d, J=8.4 Hz, 1H), 7.33-7.43 (m, 2H), 7.57 (br.d, J=7.6 Hz, 1H), 7.62 (br.d, J=8.0 Hz, 2H), 7.70-7.74 (m, 2H), 7.78 (d, J=8.4 Hz, 1H), 8.07 (dd, J=8.0 Hz, J=2.0 Hz, 1H), 8.54 (s, 1H), 8.75 (s, 1H); MS (ES+): m/z 412 [MH+].

Provenance & Evidence