Reaktion #1715489

Reaktionsgleichung

(S)-tert-butyl 1-oxo-3-phenyl-1-(6-(pyridin-4-yl)-4-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)indolin-1-yl)propan-2-ylcarbamate

trifluoroacetic acid

→

58.D

Ausbeute 63.0%

(S)-2-Amino-3-phenyl-1-(6-(pyridin-4-yl)-4-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)indolin-1-yl)propan-1-one

Ausbeute 63.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITwas continued for a few hours until deprotection
2. 2
   SonstigeReaction
3. 3
   Einengenwas concentrated
4. 4
   Extraktionextracted with 30% isopropanol in chloroform six times

Vorschrift

To (S)-tert-butyl 1-oxo-3-phenyl-1-(6-(pyridin-4-yl)-4-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)indolin-1-yl)propan-2-ylcarbamate 58.0 (80 mg) was added 3 mL dichloromethane and 1.5 mL trifluoroacetic acid. Stirring was continued for a few hours until deprotection was complete. Reaction was concentrated, basified with NaHCO3 and extracted with 30% isopropanol in chloroform six times to afford 41 mg (63%) 58.D.

Quelle