Triethylamine → HCID 58718607, compound

Participants

Reaction Conditions

Reaction Steps

1-Methyl cyclopropane carboxylic acid (2.96 g, 29.54 mmol) was added to a solution of tert-butyl (3S)-3-aminopyrrolidine-1-carboxylate (5 g, 26.85 mmol) in dichloromethane (135 ml) at room temperature. Triethylamine (9.4 ml, 67.13 mmol) was then added. The reaction was cooled down to 0° C. and 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide (50% in ethyl acetate, 17.4 ml, 29.54 mmol) was added. The mixture was stirred at room temperature for 1 hour and then concentrated under reduced pressure. The residue was diluted in dichloromethane (100 ml) and a 20% aqueous potassium carbonate solution (80 ml) added. The mixture was stirred at room temperature for 18 hours and the layers separated. The organic layer was washed with 20% potassium carbonate solution (50 ml), brine (80 ml), dried over magnesium sulfate, concentrated in vacuo and azeotroped with diethyl ether to provide the title compound as a white solid (6.815 g, 95%).

Provenance & Evidence