反应详情

5 g (11.35 mmol) of ethyl 5-{(tert-butoxycarbonyl)[2-(2-hydroxyphenyl)ethyl]amino}-5,6,7,8-tetrahydroquinoline-2-carboxylate, 3.51 g (13.62 mmol) of 2-[4-(chloromethyl)phenyl]-5-methyl-1,3-benzoxazole and 3.92 g (28.37 mmol) of potassium carbonate in 50 ml of acetonitrile were heated to 110° C. and stirred at this temperature overnight. After cooling, the reaction mixture was filtered, the filter cake was washed repeatedly with acetonitrile and the combined filtrates were concentrated to dryness on a rotary evaporator. The residue obtained was purified chromatographically on silica gel (mobile phase: cyclohexane/ethyl acetate 4:1→2:1). This gave 6.59 g (9.96 mmol, 87% of theory) of the target compound.

1. temperatureAfter cooling
2. filtrationthe reaction mixture was filtered
3. washthe filter cake was washed repeatedly with acetonitrile
4. concentrationthe combined filtrates were concentrated to dryness on a rotary evaporator
5. customThe residue obtained
6. customwas purified chromatographically on silica gel (mobile phase: cyclohexane/ethyl acetate 4:1→2:1)