HCID 13432892, compound → HCID 14668282, compound

Participants

Reaction Steps

3-Bromo-2,5,6-trimethoxybenzamide chloride (1.48 g, 4.8 mmol) was reacted with (S)-(-)-1-trityl-2-aminomethylpyrrolidine (1.51 g, 4.4 mmol) in 10 ml dichloromethane at room temperature for 1 h. The solvent was evaporated and the residue was treated with 10 ml ethanol and 0.1 ml conc. HCl during 1 h. After evaporation the residue was partitioned between 0.5M HCl and Et2O. The aqueous phase was made alkaline, extracted with dichloromethane, dried (Na2SO4) and evaporated to give 1.30 g (79%) (S)-(+)-3-bromo-N-(2-pyrrolidinylmethyl)-2,5,6-trimethoxybenzamide. An analytical sample of the hydrochloride was prepared. M.p. 181°-182° C. (EtOH/acetone/Et2O).

Provenance & Evidence