Sodium Hydroxide → HCID 22633489, compound

Participants

Reaction Conditions

Reaction Steps

Under nitrogen, 2-(4-{2-[2-(4′-tert-butylcarbamoylbiphenyl-3-yl)-5-methyloxazol-4-yl]ethoxy}phenoxy)-2-methyl propionic acid ethyl ester (0.53 mmol) in ethanol (2.5 mL) and THF (2.5 mL) was treated with 2.0 N NaOH (2.0 mL). The reaction mixture was stirred at 55° C. for 1 h and concentrated in vacuo. The resulting slurry was suspended in ethyl acetate, acidified to pH 1 with 1N HCl, and partitioned. The organic layer was washed with brine, dried (Na2SO4), and concentrated in vacuo to provide the product as a solid. 1H NMR (400 MHz, d6-DMSO) δ8.12 (t, J=1.2 Hz, 1H), 7.90-7.73 (m, 6H), 7.56 (t, J=7.2 Hz, 1H), 6.82-6.74 (m, 4H), 4.17 (t, J=6.4 Hz, 2H), 2.90 (t, J=6.4 Hz, 2H), 2.34 (s, 3H), 1.36 (s, 6H); MS (EI) 557.2 (M+H)+.

Provenance & Evidence