Ethanethiol → HCID 22025328, compound

Participants

Reaction Steps

Aluminum chloride (0.13 g, 0.99 mmol) is added to a 0° C. solution of 2-benzenesulfonylamino-3-(7-methoxy-1H-indol-4-yl)-N-(4-phenyl-butyl)-propionamide (0.12 g, 0.25 mmol) and EtSH (0.061 g, 0.99 mmol). The mixture is stirred 3.5 h while being allowed to warm to rt. Additional AlCl3 (0.13 g, 0.99 mmol) and EtSH (0.061 g, 0.99 mmol) are added and the mixture is stirred 1 h more. The mixture is then poured into a saturated NH4Cl solution and extracted twice with EtOAc. The organics are dried (MgSO4) and concentrated. The crude residue is purified by column chromatography (silica, 1:3 EtOAc/CH2Cl2) to provide the title compound 2-benzenesulfonylamino-3-(7-hydroxy-1H-indol-4-yl)-N-(4-phenyl-butyl)-propionamide as an oil.

Provenance & Evidence