(3R)-1-azabicyclo[2.2.2]octan-3-yl carbonochloridate hydrochloride → HCID 91801191, compound

Participants

Reaction Conditions

Reaction Steps

A microwave tube was charged with [(1S)-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)-1-(3,4-dimethoxyphenyl)ethyl]5-[(2-fluoroanilino)methyl]thiophene-2-carboxylate (50 mg, 0.09 mmol), (R)-quinuclidin-3-yl carbonochloridate hydrochloride (81 mg, 0.36 mmol) and anhydrous acetonitrile (0.8 mL). The mixture was heated at 80° C. for 3 minutes under microwave irradiation. The reaction was evaporated to dryness. The residue was dissolved in DMSO (1.5 mL) and purified by preparative HPLC to afford [(1S)-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)-1-(3,4-dimethoxyphenyl)ethyl]5-[(2-fluoro-N-[(3R)-quinuclidin-3-yl]oxycarbonyl-anilino)methyl]-thiophene-2-carboxylate formate salt as a white solid (26 mg, 41%).

Provenance & Evidence