Dicyclohexylcarbodiimide → HCID 58556945, compound

Participants

Reaction Steps

2-(3-Fluorophenylamino)-2-phenylacetic acid hydrochloride (I40) (1.34 g, 4.74 mmol), (R)-quinuclidin-3-ol (3.01 g, 23.7 mmol), DCC (1.95 g, 9.47 mmol), and HOBt (1.45 g, 9.47 mmol) were dissolved in THF (60 ml). The reaction was stirred at room temperature overnight. The solvent was evaporated, and the crude product was taken up with EtOAc and washed with NaHCO3 and then with brine. The organic phase was dried over Na2SO4, filtered and evaporated to dryness. The crude was purified by flash chromatography (DCM/MeOH=9/1) to give (R)-quinuclidin-3-yl 2-(3-fluorophenylamino)-2-phenylacetate (1.17 g, 68.9% yield).

Provenance & Evidence