Potassium Hydroxide → (2R)-2-methyl-4-(3-methyl-4-phenyl-1H-pyrazol-1-yl)-2-(methylsulfonyl)butanoic acid

Participants

Reaction Steps

To a solution of the ethyl (2R)-2-methyl-4-(3-methyl-4-phenyl-1H-pyrazol-1-yl)-2-(methylsulfonyl)butanoate (178 mg, 0.488 mmol, 1 eq) in THF: Methanol:water (2:2:1, 5 mL) was added potassium hydroxide (170 mg, 3.03 mmol) and reaction was stirred at RT overnight. The reaction was concentrated, and the residue was dissolved in aqueous 1N sodium hydroxide (20 mL) and washed with ethyl acetate (3×20 mL). The aqueous layer was acidified using concentrated HCl, and extracted with ethyl acetate (3×50 mL). The combined organics extracts were dried (MgSO4), filtered, and concentrated to afford (2R)-2-methyl-4-(3-methyl-4-phenyl-1H-pyrazol-1-yl)-2-(methylsulfonyl)butanoic acid (129 mg, 78.6%). LC-MS M+H+382.1.

Provenance & Evidence