Ammonium formate → HCID 118135600, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of [(3R)-quinuclidin-3-yl]2-(benzyloxycarbonylamino)-2-(3-benzyloxyphenyl)acetate (1.5 g, 3.0 mmol) in ethyl acetate (30 mL) were added ammonium formate (945 mg, 15 mmol) and 10% Pd/C (400 mg). The mixture was heated to 60° C. for 16 h. Additional ammonium formate (400 mg, 6.3 mmol) and 10% Pd/C (200 mg) were added and the black slurry stirred at 60° C. for 4 h. After cooling the slurry to room temperature and filtration through a pad of Celite®, the solids were washed with ethyl acetate/ethanol (1:1, 250 mL). The solvent was removed in vacuo to yield the title compound as a yellow oil (800 mg, 97%) which was used in the next step without further purification.

Provenance & Evidence