Dicyclohexylcarbodiimide → HCID 58557022, compound

Participants

Reaction Steps

A mixture of 2-(4-methoxyphenylamino)-2-(thiophen-3-yl)acetic acid (I56) (544 mg, 2.01 mmol), (R)-quinuclidin-3-ol (614 mg, 4.83 mmol), DCC (511 mg, 2.47 mmol), and HOBT (380 mg, 2.48 mmol) in dry THF (160 ml) was stirred at room temperature overnight. The solvent was evaporated, and the residue was partitioned between EtOAc and 2M NaHCO3. The organic phase was further washed with 2M NaHCO3 and brine, dried over Na2SO4 and evaporated. The residue was purified by flash chromatography (DCM/MeOH=95/5 to 7/3) to obtain (R)-quinuclidin-3-yl 2-(4-methoxyphenylamino)-2-(thiophen-3-yl)acetate (40 mg, 5% yield).

Provenance & Evidence