Lithium hydroxide, monohydrate → 5-(3,3-Difluoroazetidin-1-yl)-6-(2-fluoroethoxyl)pyridine-2-carboxylic acid

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Reaction Steps

A solution of methyl 5-(3,3-difluoroazetidin-1-yl)-6-(2-fluoroethoxyl)pyridine-2-carboxylate (Example 147 b, 73 mg, 252 μmol) and lithium hydroxide hydrate (12.7 mg, 302 μmol) in tetrahydrofuran (500 μL) and water (50.0 μL) was stirred for 12 h at ambient temperature. The reaction mixture was poured onto ice/0.1 N HCl (25 mL) and extracted with EtOAc (2×25 mL). The combined extracts were washed with ice/brine (25 mL), dried over Na2SO4, filtered and evaporated to dryness to give the target compound (69 mg, quant.) as off-white solid, MS (ESI) m/e=277.1 [MH+].

Provenance & Evidence