Potassium Carbonate → 4-Methylphenyl 4-[(5-chloro-6-isopropoxypyridin-3-yl)oxy]-2,5-difluorobenzoate

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Reaction Steps

4-Methylphenyl 2,4,5-trifluorobenzoate (Preparation 12, 1.00 g, 3.54 mmol) and potassium carbonate (1.66 g, 12.04 mmol) were suspended in DMSO (24 mL). 5-chloro-6-isopropoxypyridin-3-ol (Preparation 15, 651 mg, 3.47 mmol) was added portionwise over 5 minutes. The mixture was stirred at room temperature for 60 minutes, then partitioned between water (100 mL) and EtOAc (2×75 mL). The combined organics were dried over sodium sulfate, filtered and concentrated in vacuo to afford a green oil (2.5 g) which crystallised on standing. The solid was triturated with heptane to afford the title compound as a colourless solid (1.01 g, 65%):

Provenance & Evidence