Sodium Hydroxide → {4-[2-(3,5-Dimethyl-pyrazol-1-yl)-acetyl]-piperazin-1-yl}-benzoic acid

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Reaction Steps

2-{4-[2-(3,5-Dimethyl-pyrazol-1-yl)-acetyl]-piperazin-1-yl}-benzoic acid methyl ester (0.848 g, 2.38 mmol) is dissolved in 10 mL of 1:1 THF/MeOH and 2 mL of 15% aqueous NaOH is added. The mixture is stirred overnight and then concentrated to dryness and suspended in 50 mL of H2O. The pH is adjusted to 4 by careful addition of conc. HCl. The aqueous phase is extracted with 3×100 mL of CH2Cl2. The combined organic phase is dried (MgSO4), filtered and concentrated to give 0.730 g of 2-{4-[2-(3,5-dimethyl-pyrazol-1-yl)-acetyl]-piperazin-1-yl}-benzoic acid in 90% yield.

Provenance & Evidence