Reaktion #1938470

Reaktionsgleichung

NaHCO3

2-Piperidine-4-ylquinoxaline

4-(2-cyclopropyl-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde

NaBH(OAc)3

→

pure product

Ausbeute 49.7%

2-{1-[4-(2-cyclopropyl-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)-benzyl]-piperidine-4-yl}-quinoxaline

Ausbeute 49.7%

Lösungsmittel

triethylamine

NMP

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe reaction mixture is stirred overnight at room temperature
2. 2
   workup.STIRRINGthe reaction mixture is stirred at room temperature for four hours
3. 3
   Filtrationthe precipitate is filtered off
4. 4
   Sonstigepurified by chromatography on silica gel (dichloromethane/methanol)

Vorschrift

125.3 mg (0.59 mmol) 2-Piperidine-4-ylquinoxaline are dissolved in 5.2 mL NMP. After addition of 0.2 mL triethylamine the reaction mixture is stirred for one hour. 200 mg (0.59 mmol) 4-(2-cyclopropyl-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde (intermediate example 4.0) and 0.06 mL acetic acid are added. The reaction mixture is stirred overnight at room temperature. 137 mg (0.65 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for four hours. Saturated NaHCO3 is added to the reaction mixture, the precipitate is filtered off and purified by chromatography on silica gel (dichloromethane/methanol). 157.8 mg (47.5%) of the pure product are obtained.

Quelle