반응 #220314

반응 방정식

tert-butyl [(3R,6S)-6-(2,3-difluorophenyl)-2-thioxoazepan-3-yl]carbamate

Intermediate 7

tert-butyl [(3R,6S)-6-(2,3-difluorophenyl)-2-thioxoazepan-3-yl]carbamate

2-amino-1-[1-(trifluoromethyl)cyclopropyl]ethanol

→

title compound

tert-Butyl[(2Z,3R,6S)-6-(2,3-difluorophenyl)-2-({2-hydroxy-2-[1-(trifluoromethyl)cyclopropyl]ethyl}imino)azepan-3-yl]carbamate

용매

ethanol

반응 조건

후처리

1. 1
   여과The mixture was filtered
2. 2
   농축concentrated under reduced pressure
3. 3
   workup.ADDITIONSaturated aqueous NaHCO3 was added
4. 4
   추출the mixture was extracted with CH2Cl2 (3×)
5. 5
   건조The combined organic extracts were dried over MgSO4
6. 6
   여과filtered
7. 7
   농축concentrated under reduced pressure

실험 절차

Mercury(II) chloride (149 mg, 0.547 mmol) was added to a solution of tert-butyl [(3R,6S)-6-(2,3-difluorophenyl)-2-thioxoazepan-3-yl]carbamate (150 mg, 0.421 mmol, described in Intermediate 7), and 2-amino-1-[1-(trifluoromethyl)cyclopropyl]ethanol (569 mg, 3.367 mmol) in ethanol (5 mL) at 60° C. After 10 min, the reaction was allowed to cool to ambient temperature. The mixture was filtered and concentrated under reduced pressure. Saturated aqueous NaHCO3 was added and the mixture was extracted with CH2Cl2 (3×). The combined organic extracts were dried over MgSO4, filtered, and concentrated under reduced pressure to give the title compound. MS: m/z=492 (M+1).

출처