Hydrochloric Acid → 2-[1-methyl-5-(methylsulfanyl)-1H-pyrazol-3-yl]-3-(tetrahydro-2H-pyran-4-yl)propanoic acid

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 2-[1-methyl-5-(methylsulfanyl)-1H-pyrazol-3-yl]-3-(tetrahydro-2H-pyran-4-yl)propanoate (2.52 g), 2N aqueous sodium hydroxide solution (6.3 ml), tetrahydrofuran (6 mL) and methanol (6 mL) was stirred at 50° C. for 3 hr. To the reaction mixture was added 1N hydrochloric acid (13 mL), and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4), and concentrated. The obtained residue was subjected to silica gel column chromatography to give the title compound (2.47 g, quantitatively) as a colorless oil from the fraction eluted with ethyl acetate. MS: 285 (MH+).

Provenance & Evidence