反应详情

温度

-50 °C

8 g (35 mmol) of tert-butyl (6-chloropyridin-2-yl)carbamate (Example 1A) were initially charged in 100 ml of THF and cooled to −50° C. 55 ml (87 mmol) of butyllithium (1.6 N) were added dropwise. After the dropwise addition had ended, the reaction was warmed gradually to −10° C. and stirred at 0° C. for 2 h. Subsequently, the mixture was cooled again to −40° C., and 12.8 g (70 mmol) of 4-(trifluoroacetyl)morpholine (Example 6A), dissolved in 4 ml of THF, were added. The reaction solution was stirred at −40° C. for 1 h, then poured at −40° C. onto 1 l of ethyl acetate and 350 ml of ammonium chloride solution, and extracted. The organic phase was removed, dried over magnesium sulphate and concentrated on a rotary evaporator. The reaction mixture was chromatographed on silica gel (eluent: cyclohexane/ethyl acetate 10:1). 9 g (79% of theory) of the product were obtained as an oil.

1. additionAfter the dropwise addition
2. temperaturethe reaction was warmed gradually to −10° C.
3. temperatureSubsequently, the mixture was cooled again to −40° C.
4. additionwere added
5. stirringThe reaction solution was stirred at −40° C. for 1 h
6. extractionextracted
7. customThe organic phase was removed
8. dry with materialdried over magnesium sulphate
9. concentrationconcentrated on a rotary evaporator
10. customThe reaction mixture was chromatographed on silica gel (eluent: cyclohexane/ethyl acetate 10:1)
11. custom9 g (79% of theory) of the product were obtained as an oil