Iodoethane → HCID 54204190, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-3-(pyrrolidin-2-ylmethyl)-5-(2-ethylsulphonylethyl)-1H-indole (0.27 g, 0.8 mmol) in dimethylformamide (dried over 4A sieves) (5 mls), was added sodium carbonate (90 mgs) and ethyl iodide (0.07 mls, 0.88 mmol) at room temperature. The mixture was heated at 120° C. under nitrogen for 16 hours. After cooling to room temperature the reaction mixture was partitioned between ethyl acetate and water. The separated organic phase was washed with water (3x), dried (Na2SO4) and evaporated in vacuo to give an oil. Purification by column chromatography on silica gel, eluting with CH2Cl2 : EtOH: NH4OH (90:10:0.5) gave the title compound as a gum (100 mgs). Anal. Calcd for C19H28N2O2S·1/4 CH2Cl2. 1/2 H2O: C,61.04; H,7.85; N,7.40. Found: C,60.80; H,7.69; N,7.48. [α]25D =+60° (c=0.1, MeOH)

Provenance & Evidence