Reaktion #90036

Reaktionsgleichung

4-(3-Cyano-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-8-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

→

title compound

4-(3-Cyano-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-8-yl)-piperidine-1-carboxylic acid tert-butyl ester

Lösungsmittel

THF

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe solid was filtered through Celite
2. 2
   Wascheneluted with a mixture solvent (400 ml; THF/methanol=4/1)
3. 3
   Einengenconcentrated under reduced pressure
4. 4
   workup.DISSOLUTIONThe residues were dissolved in ethyl acetate (400 ml)
5. 5
   Waschenwashed with 1% aqueous solution of N-acetylcysteine, saturated aqueous solution of NaHCO3 and saturated brine
6. 6
   TrocknenThe organic layer was dried over sodium sulfate
7. 7
   SonstigeThe drying agent was removed by filtration
8. 8
   Einengenthe residues were concentrated under reduced pressure

Vorschrift

4-(3-Cyano-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-8-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (Compound B2-22-1, 16.2 g, 34.6 mmol) was dissolved in THF (800 ml) and methanol (230 ml), added with 10 wt % Pd/C (3.2 g), and stirred under hydrogen atmosphere for 19 hr. The solid was filtered through Celite, eluted with a mixture solvent (400 ml; THF/methanol=4/1), and concentrated under reduced pressure. The residues were dissolved in ethyl acetate (400 ml), and then washed with 1% aqueous solution of N-acetylcysteine, saturated aqueous solution of NaHCO3 and saturated brine. The organic layer was dried over sodium sulfate. The drying agent was removed by filtration and the residues were concentrated under reduced pressure to obtain the title compound as a crude product (white powder, 14.0 g, 86%).

Quelle