Methyl iodide → 6-ethoxy-1-ethyl-1H-indole-3-carbonitrile

Participants

Reaction Steps

To a solution 6-hydoxy-1-ethyl-1H-indole-3-carbonitrile (80 mg, 0.43 mmol) in 5 mL of methyl ethyl ketone was added anhydrous K2CO3 (71 mg, 0.52 mmol) and iodomethane (0.05 mL, 0.60 mmol). After stirring overnight at reflux, the reaction mixture was cooled, diluted with H2O and extracted with EtOAc (3×). The combined organic phases were dried and concentrated. Flash chromatography (CH2Cl2) gave 94 mg (100%) of 6-ethoxy-1-ethyl-1H-indole-3-carbonitrile as a white wax.

Provenance & Evidence