反应详情

1,3-Oxazole-4-carbonyl chloride synthesized above was suspended in pyridine (4.0 mL) at 0° C., N-{5-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)oxy]-2-methylphenyl}-3-(1-cyano-1-methylethyl)benzamide (200 mg, 0.451 mmol) produced in Example C33(iv) was added, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure. 5% Aqueous sodium hydrogen carbonate solution (20 mL), ethyl acetate (20 mL) and hexane (20 mL) were added to the residue, and the yielded pale-yellow precipitate was collected by filtration. The obtained precipitate was purified by basic silica gel column chromatography (ethyl acetate/methanol=100/0→80/20), and the obtained solution was concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to give the title compound (108 mg, 45%) as a colorless powder.

1. additionwas added
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. addition5% Aqueous sodium hydrogen carbonate solution (20 mL), ethyl acetate (20 mL) and hexane (20 mL) were added to the residue
4. filtrationthe yielded pale-yellow precipitate was collected by filtration
5. customThe obtained precipitate was purified by basic silica gel column chromatography (ethyl acetate/methanol=100/0→80/20)
6. concentrationthe obtained solution was concentrated under reduced pressure
7. customThe residue was recrystallized from ethyl acetate