Pyrrolidine → HCID 71284829, compound

Participants

Reaction Conditions

Reaction Steps

To solution of methyl 1-(2,4-dimethoxybenzyl)-5-ethyl-6-(1-methyl-2-(2-(methylsulfonyloxy)ethyl)-1H-indol-5-yl)-2-oxo-1,2-dihydropyridine-3-carboxylate (0.233 g, 0.40 mmol) in CH3CN (2 mL) was added pyrrolidine (0.15 mL, 1.83 mmol). Reaction mixture was heated at 80° C. for 1.5 h until complete consumption of starting material was observed. Then NaHCO3 (aqueous saturated, 5 mL) was added to the reaction and product was extracted with DCM (3×10 mL). Combined organics were washed with NaCl (aqueous saturated, 5 mL) and dried over Na2SO4. Upon solvent removal residue was purified by column chromatography using MeOH/DCM (gradient 0-10%) to afford methyl 1-(2,4-dimethoxybenzyl)-5-ethyl-6-(1-methyl-2-(2-(pyrrolidin-1-yl)ethyl)-1H-indol-5-yl)-2-oxo-1,2-dihydropyridine-3-carboxylate (0.140 g) in 62% yield.

Provenance & Evidence