Sodium Hydroxide → 2-[3',5'-Dichloro-4'-(1-cyclohexyl-2-oxo-pyrrolidin-3-ylmethyl)-biphenyl-4-yloxy]-2-methyl-propionic acid

Participants

Reaction Steps

Dissolve 2-[3′,5′-Dichloro-4′-(1-cyclohexyl-2-oxo-pyrrolidin-3-ylmethyl)-biphenyl-4-yloxy]-2-methyl-propionic acid ethyl ester (Example 195) (0.20 g, 0.37 mmol) in ethanol (10 mL) and treat with 5 N NaOH (0.4 mL). Heat the reaction to reflux for 1 hour, cool to room temperature and remove the solvent in vacuo. Aqueous 1 N HCl is added to adjust the pH to pH ˜1 and the mixture is extracted with ethyl acetate and water. The organic layer is dried (Na2SO4) to afford 136 mg (72%) of the title compound: LC-MS (ES+) m/z=exact mass calcd for C27H31Cl2NO4 503, found 504 and 506 (M+1 and M+3, 100%) and Rt (Purity at 214 nm)=6.03 min (96.7%).

Provenance & Evidence