Реакция #48445

Уравнение реакции

(3R,6S)-3-amino-6-(2,3-difluorophenyl)-1-ethylazepan-2-one

N,N-diisopropylethylamine

diphenyl N-cyanocarbonimidate

→

title compound

Выход 80.0%

Phenyl N′-cyano-N-[(3R,6S)-6-(2,3-difluorophenyl)-1-ethyl-2-oxoazepan-3-yl]imidocarbamate

Выход 80.0%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   Другоеthe reaction was quenched with 0.5N NaOH
2. 2
   Промывкаthe organic layer washed with water and brine
3. 3
   ЭкстракцияThe combined aqueous layers were extracted with EtOAc
4. 4
   ДругоеThe combined organics were dried
5. 5
   Фильтрацияfiltered
6. 6
   Концентрированиеconcentrated
7. 7
   ДругоеPurification by silica gel chromatography (EtOAc/hexanes)

Методика

A solution of (3R,6S)-3-amino-6-(2,3-difluorophenyl)-1-ethylazepan-2-one (135 mg, 0.503 mmol) in dichloromethane was treated N,N-diisopropylethylamine (65 mg, 0.503 mmol) and diphenyl N-cyanocarbonimidate (204 mg, 0.855 mmol). After 5 h, the reaction was quenched with 0.5N NaOH and the organic layer washed with water and brine. The combined aqueous layers were extracted with EtOAc. The combined organics were dried, filtered and concentrated. Purification by silica gel chromatography (EtOAc/hexanes) gave the title compound (166 mg). MS 413.3 (M+1).

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