Hydrochloric Acid → HCID 86720831, compound

Participants

Reaction Steps

The 5-((3-((S)-phenyl(((R)-quinuclidin-3-yloxy)carbonylamino)methyl)phenoxy)-methyl)furan-2-carboxylic acid prepared as described in Example 6 Step 1 was further purified by reverse phase column chromatography eluting with gradient of Eluent A: Water/ACN 95/5+0.1% HCOOH and Eluent B: ACN/water 95/5+0.1% HCOOH. 5-((3-((S)-phenyl(((R)-quinuclidin-3-yloxy)carbonylamino)methyl)phenoxy)methyl)furan-2-carboxylic acid formate (1:1) (8.36 g, 16.12 mmol) was dispersed in Dioxane (50 mL) and then 4M HCl in dioxane (16.12 mL, 64.5 mmol) was added at 0° C. and the mixture stirred at rt for 10 minutes until complete dissolution. The above mentioned solution was dropped in a 500 mL of Et2O under vigorous stirring to give a white precipitate that was collected by filtration. After drying under vacuum 5-((3-((S)-phenyl(((R)-quinuclidin-3-yloxy)carbonylamino)methyl)phenoxy)methyl)furan-2-carboxylic acid hydrochloride (8.2 g, 15.98 mmol, 99% yield) was isolate as a white solid.

Provenance & Evidence