Reaktion #366225

Reaktionsgleichung

(S)-[1-(2-allyloxy-4,7-dichloro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)pyrrolidin-3-yl]carbamic acid tert-butyl ester

→

(S)-6-(3-Aminopyrrolidin-1-yl)-4,7-dichloro-2-hydroxy-1H-benzo[de]iso quinoline-1,3-dione hydrochloride

Lösungsmittel

trifluoroacetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvent evaporated in vacuo
2. 2
   workup.DISSOLUTIONredissolved in methanol which
3. 3
   Sonstigewas also evaporated
4. 4
   SonstigeThe residue was triturated with ether
5. 5
   Sonstigethe solid removed by filtration
6. 6
   Sonstigedried in vacuo
7. 7
   Sonstigeto give 0.27 g, mp 210-212° C.

Vorschrift

A solution of (S)-[1-(2-allyloxy-4,7-dichloro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)pyrrolidin-3-yl]carbamic acid tert-butyl ester (0.3 g, 0.6 mmol, from Example K4) in 10 mL of trifluoroacetic acid was treated with boron tristrifluoroacetate (4 mL, 4.0 mmol, 1.0 M in trifluoroacetic acid). The reaction was stirred at room temperature for 2 hours and the solvent evaporated in vacuo. The residue was chased with dichloromethane and redissolved in methanol which was also evaporated. The residue was triturated with ether, the solid removed by filtration and dried in vacuo to give 0.27 g, mp 210-212° C.

Quelle