Acetoxyacetyl chloride → HCID 59507020, compound

Participants

Reaction Steps

To a solution of N-{3-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)oxy]-4-methylphenyl}-3-(trifluoromethyl)benzamide (200 mg, 0.450 mmol) produced in Example C8(iv) in pyridine (5 mL) was added acetoxyacetyl chloride (121 μL, 1.12 mmol), and the mixture was stirred at room temperature for 30 min. The reaction mixture was concentrated under reduced pressure, and a mixture of the obtained residue, methanol (3 mL), pyridine (2 mL) and 0.5N aqueous sodium hydroxide solution (3 mL) was stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtrated. The solvent was evaporated under reduced pressure, and the residue was precipitated with ethyl acetate and hexane to give the title compound (92 mg, 41%) as a white powder.

Provenance & Evidence