Hydrochloric Acid → (S)-2-(tert-butoxy)-2-(2-(3-chlorophenyl)-7-(4-fluorophenyl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetic acid

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A solution of (S)-methyl 2-(tert-butoxy)-2-(2-(3-chlorophenyl)-7-(4-fluorophenyl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetate (0.0475 g, 0.099 mmol) and 1M NaOH (0.986 ml, 0.986 mmol) in MeOH was heated at reflux for 3 h. Then, cooled, neutralized with 1M HCl (1 mL), concentrated and the residue was taken up in Et2O (25 mL), washed with water (5 mL), brine (5 mL), dried (MgSO4), filtered and concentrated to give (S)-2-(tert-butoxy)-2-(2-(3-chlorophenyl)-7-(4-fluorophenyl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetic acid (0.0407 g, 0.086 mmol, 87% yield) as while solid. 1H NMR (500 MHz, 13) δ: 7.87-7.83 (m, 2H), 7.82-7.78 (m, 1H), 7.75-7.71 (m, 1H), 7.36-7.28 (m, 4H), 6.90 (s, 1H), 5.19 (s, 1H), 2.67 (s, 3H), 1.02 (s, 9H). LCMS (M+H) calcd for C25H24ClFN3O3: 468.15. found: 468.2.

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