Hydrochloric Acid → HCID 66934634, compound

Participants

Reaction Steps

(S)-methyl 3-(5-chloropyridin-2-yl)-3-(3-fluoro-5-(trifluoromethyl)phenyl)-3-pivalamidopropanoate (1.04 g, 2.16 mmol, prepared as described in Procedure 11) was dissolved in THF (30 mL) at room temperature. A4M LiOH solution was added (20 mL) and the reaction mixture stirred at RT for 14 h. The RM was diluted with EtOAc (ca. 100 mL) and the pH adjusted to pH1-2 by addition of 1 M HCl. The organic portion was separated and the aqueous washed with EtOAc (ca.2×20 mL). The combined organic portions were dried over anhydrous Na2SO4, decanted and concentrated yielding (S)-3-(5-chloropyridin-2-yl)-3-(3-fluoro-5-(trifluoromethyl)phenyl)-3-pivalamidopropanoic acid as a colorless oil (0.856 g, 85% yield) LCMS: 1.90 min [M+1] 467.2 (2 min gradient, MeOH/H2O 0.1% TFA).

Provenance & Evidence