Hydrochloric Acid → 4-(4-Bromo-3-(dibutylcarbamoyl)-5-methyl-1H-pyrazol-1-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoic acid

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To benzyl 4-(4-bromo-3-(dibutylcarbamoyl)-5-methyl-1H-pyrazol-1-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoate (55 mg, 0.080 mmol) in THF (1.0 mL) was added 1N aq. NaOH solution (802 μL, 0.80 mmol). The resulting biphasic mixture was stirred vigorously at room temperature for 2.5 h, then acidified with 1N aq. HCl solution (pH=3) and extracted with EtOAc (3×). The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo to give the title compound (46 mg, 96%) as a clear, colorless oil. MS(ESI+) m/z 597.3 (M+H)+.

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