Water → HCID 59497255, compound

Participants

Reaction Steps

To a stirred solution of 1,2,3-Trimethyl-7-(2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-1H-indole-6-carboxylic acid methyl ester (70 mg, 0.19 mmol) in DMF (10 mL) was added the methylacrylate (0.035 mL, 0.39 mmol) followed by the benzyltrimethylammonium hydroxide (40% in MeOH) (0.13 mL, 0.29 mmol). The resulting solution was stirred at ambient temperature for 2 h after which time the reaction appeared complete. The reaction was poured into water and EtOAc. The layers were separated and the aqueous phase was extracted with EtOAc (2×). The combined organics were dried with MgSO4 and was filtered, concentrated. The residue was purified by CombiFlash with 20% EtOAc in Hexane as the eluent to afford the product 7-[3-(2-Ethoxycarbonyl-ethyl)-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl]-1,2,3-trimethyl-1H-indole-6-carboxylic acid methyl ester (66 mg, 76%) as a colorless oil.

Provenance & Evidence