Reaktion #2496653

Reaktionsgleichung

9H-xanthene-9-carboxylic acid

DCM

dimethylpiperidin-4-yl-amine

EDCI

DIPEA

HOBt

→

title compound

Ausbeute 90.4%

(4-Dimethylaminopiperidin-1-yl)(9H-xanthen-9-yl)methanone

Ausbeute 90.4%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with water (300 mL), NaCl (sat.) (300 mL)
2. 2
   Trocknendried over MgSO4
3. 3
   Filtrationfiltered
4. 4
   SonstigeThe solvent was removed under reduced pressure
5. 5
   Sonstigethe crude material was purified via silica gel chromatography (10% MeOH/DCM w/1% NH3 (aq))

Vorschrift

To a stirred solution of 9H-xanthene-9-carboxylic acid (4.4 g, 19.4 mmol) in DCM (200 mL, 3 mol) was added dimethylpiperidin-4-yl-amine (2.5 g, 19.4 mmol). DIPEA (6.8 mL, 38.9 mmol) and HOBt (4.6 g, 34 mmol) were added to the mixture, followed by EDCI (4.5 g, 23.3 mmol). The mixture was stirred for 12 hours, then washed with water (300 mL), NaCl (sat.) (300 mL), dried over MgSO4 and then filtered. The solvent was removed under reduced pressure, and the crude material was purified via silica gel chromatography (10% MeOH/DCM w/1% NH3 (aq)) to yield the title compound (5.9 g).

Quelle