Sodium Methoxide → HCID 57501751, compound

Participants

Reaction Steps

Dissolve 2,2-dimethyl-propionic acid 2-methoxy-4-[2-(4-methoxy-phenyl)-4-oxo-6,7-dihydro-4H-thiazolo[5,4-c]pyridin-5-yl]-phenyl ester (749 mg, 1.61 mmol) in absolute ethanol (18 mL) and add NaOMe (183.1 mg, 6.44 mmol). Allow the reaction mixture to stir for 4 h at ambient temperature. Quench the reaction mixture with 1N HCl solution. to pH=7. Add a small amount of EtOAc (15 mL) and filter the solid precipitate via vacuum filtration to give the title compound as a yellow solid (430 mg, 70%). MS (ES+) 383.3 (M+1)+. 1H NMR (CDCl3): δ 7.95 (d, J=8.8 Hz, 2H), 6.98 (d, J=8.8 Hz, 2H), 6.94 (d, J=6.2 Hz, 1H), 6.93 (s, 1H), 6.80 (dd, J=8.8, 2.2 Hz, 1H), 4.07 (t, J=7.0. Hz, 2H), 3.90 (s, 3H), 3.87 (s, 3H), 3.28 (t, J=7.0 Hz, 2H).

Provenance & Evidence