Trifluoroacetic acid → HCID 56952545, compound

Participants

Reaction Steps

To an AcOEt (10 mL) solution of tert-butyl {4-[(5-aminopyridin-2-yl)oxy]-3-methoxyphenyl}methylcarbamate (0.60 g) and triethylamine (0.26 g) was added 4-(trifluoromethyl)benzoyl chloride (0.38 g) at 0° C. The mixture was stirred at room temperature for 1 hour. The mixture was poured into water and extracted with AcOEt. The organic layer was washed with water, saturated aqueous NaCl, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography (n-hexane/AcOEt=9/1 to 7/3) to give a yellow amorphous powder. The powder was dissolved in CH2Cl2 (10 mL), then added TFA (1 mL). The mixture was stirred at room temperature for 2 hours. After removal of the solvent under reduced pressure, the residue was poured into saturated aqueous NaHCO3 and extracted with AcOEt. The organic layer was washed with water, saturated aqueous NaCl, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane/AcOEt=7/3 to 3/7) to afford the title compound (0.42 g) as a colorless oil.

Provenance & Evidence