Reaktion #84567

Reaktionsgleichung

N-(3-fluoro-4-(3-oxomorpholino)phenyl)-3-oxobutanamide

2-(3-fluorophenoxy)acetamide

toluene

NH4Cl

→

title compound

Ausbeute 7.0%

4-(2-fluoro-4-(2-((3-fluorophenoxy)methyl)-4-methyl-6-oxopyrimidin-1(6H)-yl)phenyl)morpholin-3-one

Ausbeute 7.0%

Lösungsmittel

xylene

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was cooled to rt
2. 2
   workup.STIRRINGThe resulting mixture was stirred at rt overnight
3. 3
   Filtrationfiltered
4. 4
   Extraktionthe filtrate was extracted with DCM (20 mL×4)
5. 5
   WaschenThe combined organic layers were washed with brine (30 mL×2)
6. 6
   Trocknendried over anhydrous Na2SO4
7. 7
   Einengenconcentrated in vacuo
8. 8
   SonstigeThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:2)

Vorschrift

A mixture of N-(3-fluoro-4-(3-oxomorpholino)phenyl)-3-oxobutanamide (0.59 g, 2.00 mmol), 2-(3-fluorophenoxy)acetamide (0.94 g, 5.56 mmol) and titanium tetraisopropanolate (4.8 mL) in xylene (10 mL) was stirred at 165° C. for 24 h. The mixture was cooled to rt and 60 mL of toluene and 60 mL of saturated NH4Cl aqueous solution were added. The resulting mixture was stirred at rt overnight and filtered and the filtrate was extracted with DCM (20 mL×4). The combined organic layers were washed with brine (30 mL×2), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:2) to give the title compound as a yellow solid (0.06 g, 7%). The compound was characterized by the following spectroscopic data:

Quelle