Реакция #220314

Уравнение реакции

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

Растворители

ethanol

Условия реакции

Обработка

1. 1
   ФильтрацияThe mixture was filtered
2. 2
   Концентрированиеconcentrated under reduced pressure
3. 3
   workup.ADDITIONSaturated aqueous NaHCO3 was added
4. 4
   Экстракцияthe mixture was extracted with CH2Cl2 (3×)
5. 5
   СушкаThe combined organic extracts were dried over MgSO4
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated under reduced pressure

Методика

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).

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