Hydrochloric Acid → 6-(2-Fluoropyrimidin-4-yloxy)-1-naphthoic acid

Participants

Reaction Steps

To a solution of 6-hydroxy-1-napthoic acid (3.23 g, 17.2 mmol) in DMSO (8 mL), Cs2CO3 (16.8 g, 57.6 mmol) was added and stirred at RT 10 min. 2,4-Difluoropyrimidine (2 g, 17.2 mmol) was added and the reaction was stirred at RT for 12 h. The mixture was diluted with water and made pH 7 using 1 N HCl, at which point it is a foamy emulsion. The mixture sat without stirring 2 days and the resulting solid was filtered and rinsed with water and Et2O to yield the title compound as a pink solid.

Provenance & Evidence