Lithium Hydroxide → 2-(3-Hydroxy-2-pyridinyl)-4-thiazoleacetic Acid

Participants

Reaction Steps

The procedure used for the preparation of 5a was repeated with 4c (335 mg, 1.27 mmol) and 2N LiOH (2.22 mL) to provide 5c (296 mg, 99%) as a white solid, which was recrystallized from EtOAc/hexane. mp 175.0°-176.0° C.; IR KBr) 3450, 3300-2500 (br), 1729, 1697, 1449, 1189 cm-1 ; 1H NMR (DMSO-d6) δ 3.83 (2H s, CH2), 7.37 (1H dd, J=8.5 and 4.4 Hz, Ar), 7.44 (1H, d, J=8.5 Hz, Ar), 7.63 (1H, s), 8.14 (1H, d, J=4.4 Hz, Ar), 11.70 (1H, s, OH), 12.54 (1H, s, CO2H); FDMS m/z 237 (M+ +1); Anal. Calcd for C10H8N2O3S: C, 50.84; H, 3.41; N, 11.86. Found: C, 50.77; H, 3.42; N, 11.74.

Provenance & Evidence