Potassium Carbonate → 4-[(5-Chloro-6-isobutoxypyridin-3-yl)oxy]benzonitrile

Participants

Reaction Conditions

Reaction Steps

5-Chloro-6-isobutoxypyridin-3-ol (Preparation 16, 145 mg, 0.719 mmol) and potassium carbonate (400 mg, 2.561 mmol) were dissolved in DMSO (3.00 mL). Then 4-fluorobenzonitrile (200 mg, 1.651 mmol) was added and mixture was heated at 110° C. for 18 hours. The reaction mixture was diluted with EtOAc (15 mL) and washed with water (15 mL). The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by silica gel chromatography eluting with 0 to 20% EtOAc in heptane to yield the title compound as a clear oil (162 mg, 74%):

Provenance & Evidence