Reaktion #62255

Reaktionsgleichung

2-(N′-methoxy-N′-methylaminocarbonylmethylamino)-3-methyl-5-naphthalen-2-yl-6-pyridin-4-yl-3H-pyrimidin-4-one

benzylmagnesium chloride

water

ethyl acetate

→

final product

2-[3-Phenyl-2-oxo-propylamino]-3-methyl-5-naphthalen-2-yl-6-pyridin-4-yl-3H-pyrimidin-4-one

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat 0° C.
2. 2
   SonstigeThe layers were separated
3. 3
   WaschenThe organic layer was washed with brine (3×80 mL)
4. 4
   Sonstigedried
5. 5
   Sonstigeevaporated
6. 6
   Sonstigeto give the crude product
7. 7
   SonstigeColumn chromatograph purification (silica gel, 1-2% MeOH/CH2Cl2)

Vorschrift

To a solution of 2-(N′-methoxy-N′-methylaminocarbonylmethylamino)-3-methyl-5-naphthalen-2-yl-6-pyridin-4-yl-3H-pyrimidin-4-one (1.46 g, 3.4 mmol) in THF (30 mL) at 0° C. was slowly added benzylmagnesium chloride (Aldrich, 2.5M in THF, 20 mL). After 2 h, water (100 mL) and ethyl acetate (200 mL) were added. The layers were separated. The organic layer was washed with brine (3×80 mL), dried, and evaporated to give the crude product. Column chromatograph purification (silica gel, 1-2% MeOH/CH2Cl2) gave the final product. M+1=491.2.

Quelle