Triethylamine → HCID 178519432, compound

Participants

Reaction Steps

To a solution of (4-(5-benzyl-1H-benzo[d]imidazol-2-yl)-3-fluorophenyl)methanol (0.055 g, 0.17 mmol) and triethylamine (0.12 mL, 0.83 mmol) in 1.5 mL 1:1 DCM/DMSO under nitrogen at 0° C. was added a solution of SO3*py (0.13 g, 0.83 mmol) in 0.75 mL DMSO. The reaction was allowed to stir for 2 h and was then diluted with EtOAc and water. The organic layer was washed 1× water, 1× brine, dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified by ISCO, 12 g, 0-40% EtOAc/hexanes, to give 4-(5-benzyl-1H-benzo[d]imidazol-2-yl)-3-fluorobenzaldehyde as a light yellow oil. MS (ESI) m/z: Calculated: 330.1; Observed: 331.0 (M++1).

Provenance & Evidence