Lithium Hydroxide → HCID 68155901, compound

Participants

Reaction Steps

To a stirred solution of (E)-methyl 3-(2-(2-chloro-6-fluorophenyl)thiazol-4-yl)acrylate (6.0 g, 20 mmol) in MeOH (100 mL) and H2O (20 mL) was added lithium hydroxide (1.5 g, 61 mmol). The resulting mixture was stirred at room temperature for 24 hours and then partially concentrated under reduced pressure. The pH of the residue was adjusted to 5 by the addition of 2N HCl and the aqueous phase extracted with EtOAc (3×100 mL). The combined organic extract was washed with brine (100 mL), dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluting with a 0-20% gradient of MeOH in DCM to give the desired product as a white solid (5.4 g, 94% yield). LCMS (ESI) m/z: 284.0 [M+H+].

Provenance & Evidence