Hydrochloric Acid → 3-Cyclopropyl-3-(2-(((6-(2,2-dimethylpropyl)-5-(2-fluoro-5-methoxyphenyl)pyridin-2-yl)oxy)methyl)pyridin-4-yl)propanoic acid

To a solution of ethyl 3-cyclopropyl-3-(2-(((5-(2-fluoro-5-methoxyphenyl)-6-neopentylpyridin-2-yl)oxy)methyl)pyridin-4-yl)propanoate (140 mg) in THF (2.0 mL) and methanol (1.0 mL) was added 1N aqueous sodium hydroxide solution (2.0 mL), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added 1N hydrochloric acid (2.0 mL) at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. After silica gel filtration, the solvent was evaporated under reduced pressure and the residue was recrystallized from ethyl acetate and hexane to give the title compound (123 mg) as a white solid.

1. extractionthe mixture was extracted with ethyl acetate
2. washThe extract was washed with water and saturated brine
3. dry with materialdried over anhydrous magnesium sulfate
4. filtrationAfter silica gel filtration
5. customthe solvent was evaporated under reduced pressure
6. customthe residue was recrystallized from ethyl acetate and hexane

ORD record

ord-efb9d2e4edc94f098ac41419c5974876

Source dataset

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09382188B2