4-Toluenesulfonyl chloride → HCID 58158533, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of benzyl {4-[(6-aminopyridin-3-yl)oxy]-2-fluorophenyl}carbamate (32 g, 90.6 mmol) in pyridine (141 mL) was added p-toluenesulfonyl chloride (18.3 g, 108.7 mmol), and the mixture was stirred at 80° C. for 3 hr. After cooling to room temperature, pyridine was evaporated under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate/tetrahydrofuran. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure, and the residue was washed with hexane/ethyl acetate and collected by filtration to give the title compound (32.0 g, 70%).

Provenance & Evidence