Ethanol → HCID 59363810, compound

Participants

Reaction Steps

To a solution of {5-Chloro-2-[2-(2,4-difluoro-phenoxy)-2-(4-methanesulfonyl-phenyl)-propionylamino]-thiazol-4-yl}-acetic acid methyl ester (0.03 g, 0.05 mmol) in THF:Ethanol:water (1 ml+0.3 ml+0.3 ml) was added lithium hydroxide (0.0046 g, 0.11 mmol). The resulting mixture was stirred for 5 hours at room temperature followed by removal of solvent under reduced pressure. The residue was suspended in water (15 ml), extracted with ethyl acetate to remove impurities. The aqueous layer was acidified with 1N HCl (0.5 ml) and extracted with ethyl acetate (2×10 ml), This ethyl acetate layer was washed with water (15 ml), brine (20 ml), dried over anhydrous sodium sulfate and solvent was removed under reduced pressure to give solid product {5-Chloro-2-[2-(2,4-difluoro-phenoxy)-2-(4-methanesulfonyl-phenyl)-propionylamino]-thiazol-4-yl}-acetic acid (9 mg). 1H NMR (400 MHz, CDCl3): δ 1.85 (s, 3H), 3.07 (s, 3H), 3.72 (s, 2H), 6.64-6.69 (m, 2H), 6.89-6.91 (m, 1H), 7.84 (d, J=8.4 Hz, 2H), 8.00 (d, J=8.8 Hz, 2H). MS (EI) m/z: 530.70 (M+1), mp: 109-111° C.

Provenance & Evidence