Reaktion #66922

Reaktionsgleichung

146

Dibenzyl 3-(4-oxo-6-(pyrrolidin-1-yl)-1,4-dihydroquinolin-2-yl)phenyl phosphate

→

147

Ausbeute 69.8%

3-(4-Oxo-6-(pyrrolidin-1-yl)-1,4-dihydroquinolin-2-yl)phenyl dihydrogen phosphate

Ausbeute 69.8%

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe catalyst and precipitate were collected
2. 2
   workup.DISSOLUTIONdissolved in 10% NaHCO3 solution
3. 3
   Filtrationfiltered
4. 4
   Sonstigethe precipitate was then collected
5. 5
   Waschenwashed with acetone

Vorschrift

A suspension of 146 (200 mg, 0.36 mmol) in anhydrous MeOH (10 mL) was hydrogenated in the presence of 10% Pd/C (100 mg) at 25° C. for 20 min. The catalyst and precipitate were collected and dissolved in 10% NaHCO3 solution and then filtered. The filtrate was acidified with dil aq HCl and the precipitate was then collected and washed with acetone to give 147 (97 mg, 0.25 mmol). Yellow solid; yield: 69.8%; mp>300° C.; MS (ESI): m/z 387.1 (M+H)+; 1H-NMR (D2O+NaOD, 200 MHz): δ 1.78 (m, 4H), 3.08 (m, 4H), 6.70 (s, 1H), 7.12-7.20 (m, 3H), 7.28 (t, J=7.8 Hz, 1H), 7.40 (d, J=7.6 Hz, 1H), 7.49 (s, 1H), 7.61 (d, J=9.8 Hz, 1H); Anal. (C19H19N2O5P) C, H, N.

Quelle