Hydrochloric Acid → (S)-2-(tert-butoxy)-2-(2-(3-chlorophenyl)-5-methyl-7-(p-tolyl)pyrazolo[1,5-a]pyrimidin-6-yl)acetic acid

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A solution of (S)-methyl 2-(tert-butoxy)-2-(2-(3-chlorophenyl)-5-methyl-7-(p-tolyl)pyrazolo[1,5-a]pyrimidin-6-yl)acetate (0.01 g, 0.021 mmol) and 1M NaOH (0.209 ml, 0.209 mmol) in MeOH (3 mL) was heated at reflux for 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)-5-methyl-7-(p-tolyl)pyrazolo[1,5-a]pyrimidin-6-yl)acetic acid (0.0082 g, 0.017 mmol, 80% yield) as pale yellow solid. 1H NMR (500 MHz, CDCl3) δ: 7.85 (s, 1H), 7.76-7.72 (m, 1H), 7.69 (t, J=6.1 Hz, 2H), 7.42 (dd, J=14.3, 8.2 Hz, 2H), 7.32-7.28 (m, 2H), 6.91 (s, 1H), 5.28 (s, 1H), 2.68 (s, 3H), 2.51 (s, 3H), 1.01 (s, 9H). LCMS (M+H) calcd for C26H22ClN3O3: 464.17. found: 464.3.

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