Hydrochloric Acid → 1-({4-[3-(methylamino)phenyl]-1,3-thiazol-2-yl}methyl)-1H-pyrazole-4-carboxylic acid

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Reaction Steps

To a solution (6 mL) of the compound (500 mg, 1.2 mmol) obtained in Example 46a in ethanol was added 2N aqueous sodium hydroxide solution (2.4 mL, 4.8 mmol), and the mixture was stirred at room temperature overnight. The reaction mixture was neutralized with 1N aqueous hydrochloric acid solution, saturated brine was added, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The resulting crude title compound was purified by HPLC and recrystallization (ethyl acetate-hexane) to give the title compound (193 mg, 39%) as colorless crystals.

Provenance & Evidence