Sodium Hydroxide → HCID 25123225, compound

Participants

Reaction Steps

To a solution of 1-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-1,3-dihydro-benzimidazol-2-one (50 mg, 0.17 mmol) in THF (1.0 mL) arc added Pent-1-ene-1-sulfonic acid methyl ester (56 mg, 0.34 mmol) and solid NaOH (14 mg, 0.34 mmol) in order. The resulting suspension is stirred at room temperature for 1 hr and it turned into a clear solution. Then 5 mL of sat.NH4Cl is added along with 5 mL of water. The mixture is extracted with EtOAc (3×20 mL). The organic layers are combined, dried (MgSO4) and concentrated to give crude product. Purification by flash column chromatography affords 11 mg (15%) of 2-[3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-pentane-1-sulfonic acid. LCMS (ESMS): m/z 445.13 (M+H+).

Provenance & Evidence