Hydrochloric Acid → HCID 59536645, compound

Participants

Reaction Steps

Stir a mixture of (3S)-3-[1-(6-ethoxy-2-methyl-3-pyridyloxy)-3-methyl-butyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (S-2) and aqueous HCl (4N in dioxane, 0.261 mL, 1.04 mmol) at room temperature for 1 hour. After full conversion, concentrate the mixture, dissolve the residue in chloromethane and load onto a pre-packed SCX column. Wash the column with dichloromethane followed by methanol. Release the product with 2M NH3 in methanol and concentrate under reduced pressure. Purify the crude residue by reverse phase chromatography (34-60% gradient actonitrile in 0.01 M ammoniumformate in water, 85 mL/min, for 8 min., C18 ODB XBridge column, 30×75 mm, 5 μm) to give 13.4 mg (21%) of (3S)-3-[1-(6-ethoxy-2-methyl-3-pyridyloxy)-3-methyl-butyl]-pyrrolidine (S-2). MS (m/z)=293 [M+1].

Provenance & Evidence