Hydrochloric Acid → HCID 178496099, compound

Participants

Reaction Conditions

Reaction Steps

4-Isopropyl-thiazole-2-carboxylic acid [6-acetyl-2-chloro-3-(2,2-dimethoxy-ethoxy)-phenyl]-amide (2.20 g, 5.16 mmol) and KOtBu (1.22 g, 10.84 mmol) were dissolved in tBuOH (50 mL) under an atmosphere of nitrogen. The reaction was heated to 75° C. for 4 hours. The reaction was cooled to rt and the pH was adjusted to 4 with 2N HCl(aq). The reaction mixture was concentrated and taken up in EtOAc (100 mL). The mixture was washed with ½ sat. brine. The organic layer was dried with Na2SO4, filtered and was concentrated. 8-Chloro-7-(2,2-dimethoxy-ethoxy)-2-(4-isopropyl-thiazol-2-yl)-quinolin-4-ol (2.11 g, 99%) was isolated by silica gel chromatography as a yellow solid.

Provenance & Evidence