Reaktion #48826

Reaktionsgleichung

Trimethylsilyl iodide

tert-butyl 3-({3-[4-(ethoxycarbonyl)phenoxy]-5-[(1S)-2-methoxy-1-methylethoxy]benzoyl}amino)-1H-pyrazole-1-carboxylate

Sodium thiosulfate

→

oil

Ausbeute 111.3%

Ethyl 4-{3-[(S)-2-hydroxy-1-methylethoxy]-5-[(1H-pyrazol-3-ylamino)carbonyl]phenoxy}benzoate

Ausbeute 111.3%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto quench
2. 2
   Sonstigethe reaction
3. 3
   Extraktionthe reaction mixture was extracted into ethyl acetate (3×25 mL)
4. 4
   Trocknendried (MgSO4)
5. 5
   Einengenthe filtrate was concentrated in vacuo

Vorschrift

Trimethylsilyl iodide (0.27 mL) was added dropwise under argon to a solution of tert-butyl 3-({3-[4-(ethoxycarbonyl)phenoxy]-5-[(1S)-2-methoxy-1-methylethoxy]benzoyl}amino)-1H-pyrazole-1-carboxylate (167 mg, 0.38 mmol) in acetonitrile (5 mL) and stirred at ambient temperature for 16 hours. Sodium thiosulfate solution was added to quench the reaction and the reaction mixture was extracted into ethyl acetate (3×25 mL). Organic phases were combined and dried (MgSO4) and the filtrate was concentrated in vacuo to give a clear oil (180 mg), which was not purified further.

Quelle