[CH2:1]([C:4]1[N:8]([CH2:9][C:10]([O:12]C)=[O:11])[N:7]=[C:6]([C:14]([F:17])([F:16])[F:15])[CH:5]=1)[CH:2]=[CH2:3].O.[OH-].[Li+]>C1COCC1.O.CO>[CH2:1]([C:4]1[N:8]([CH2:9][C:10]([OH:12])=[O:11])[N:7]=[C:6]([C:14]([F:16])([F:17])[F:15])[CH:5]=1)[CH:2]=[CH2:3]
Methyl 2-(5-allyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate (120 mg, 0.48 mmol) was dissolved in THF (1 mL). To this solution was added lithium hydroxide monohydrate (70 mg) in water (1 mL) and MeOH (0.1 mL). The resulting solution was stirred at room temperature overnight. Upon completion of the reaction, the product was purified by reverse phase HPLC eluting with acetonitrile/water (with 0.1% TFA) to afford 2-(5-allyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid (110 mg, 99%) as an oil. MS (m/z): 235.3 [M+H]+; HPLC retention time 3.03 min (2-98% acetonitrile:water with 0.05% trifluoroacetic acid).
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