تفاعل #48445

معادلة التفاعل

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

N,N-diisopropylethylamine

diphenyl N-cyanocarbonimidate

→

title compound

المردود 80.0%

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

المردود 80.0%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىthe reaction was quenched with 0.5N NaOH
2. 2
   غسيلthe organic layer washed with water and brine
3. 3
   استخلاصThe combined aqueous layers were extracted with EtOAc
4. 4
   أخرىThe combined organics were dried
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated
7. 7
   أخرىPurification by silica gel chromatography (EtOAc/hexanes)

الإجراء التجريبي

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).

المصدر