Réaction #48513

Équation de réaction

WSC

[3-{1-[(benzyloxy)carbonyl]piperidin-4-yl}-2-oxotetrahydropyrimidin-1(2H)-yl]acetic acid

methylamine

HOBt

→

title compound

Rendement 100.5%

Benzyl 4-[3-(methylcarbonylmethyl)-2-oxotetrahydropyrimidin-1(2H)-yl]piperidin-1-carboxylate

Rendement 100.5%

Solvants

THF

THF dichloromethane

Conditions de réaction

Traitement

1. 1
   workup.DISTILLATIONThe solvent were distilled off under reduced pressure
2. 2
   workup.ADDITIONthe residue was diluted with ethyl acetate
3. 3
   LavageThe mixture was washed with an aqueous saturated sodium bicarbonate solution and saturated saline solution
4. 4
   Séchagedried over anhydrous magnesium sulfate
5. 5
   Concentrationconcentrated under reduced pressure
6. 6
   AutreThe residue was purified with basic silica gel column chromatography (ethyl acetate)

Mode opératoire

WSC (0.39 g) was added to a solution of [3-{1-[(benzyloxy)carbonyl]piperidin-4-yl}-2-oxotetrahydropyrimidin-1(2H)-yl]acetic acid (0.70 g) obtained in Example 36a), a solution of methylamine in THF (1.85 mL) and HOBt (0.31 g) in THF/dichloromethane (1/1, 30 mL) and the mixture was stirred at room temperature overnight. The solvent were distilled off under reduced pressure, and the residue was diluted with ethyl acetate. The mixture was washed with an aqueous saturated sodium bicarbonate solution and saturated saline solution, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified with basic silica gel column chromatography (ethyl acetate) to obtain the title compound (0.70 g, 97%) as a white powder.

Source