Sodium Iodide → HCID 69463310, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 170 mg (0.5 mmol) (R)-1-[6-[(R)-2-carboxy-pyrrolidin-1-yl]-6-oxo-hexanoyl]-pyrrolidine-2-carboxylic acid and 93.5 mg (1 mmol) 2-chloroacetamide in 2 ml dimethylformamide were added 14.9 mg (0.1 mmol) sodium iodide and 139 ml (1 mmol) triethylamine. After stirring overnight at 90° C. the solvent was distilled off, the residue was taken up with dichloromethane and extracted with water, 2% aqueous sodium bicarbonate and brine. The organic extracts were dried with sodium sulfate and the solvent was distilled off to yield 100 mg (44%) of (R)-1-[6-[(R)-2-carbamoylmethoxycarbonyl-pyrrolidin-1-yl]-6-oxo-hexanoyl]-pyrrolidine-2-carboxylic acid carbamoylmethyl ester as a light yellow foam, MS m/e (%): 455 (M+H+, 100).

Provenance & Evidence