Reaktion #62258

Reaktionsgleichung

NH4Cl

3-Bromo-2-pyridin-4-yl-6,7,8,9-tetrahydro-pyrimido[1,2-a]pyrimidin-4-one

2-Phenethyl-oxirane

LiHMDS

→

product

Bromo-9-(2-hydroxy-4-phenyl-butyl)-2-pyridin-4-yl-6,7,8,9-tetrahydro-pyrimido[1,2-a]pyrimidin-4-one

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was heated at 90 C for 1 h
2. 2
   Extraktionthe mixture was extracted with CH2Cl2 (3×20 mL)
3. 3
   WaschenThe organic phase was washed with H2O (3×)
4. 4
   Trocknendried (Na2SO4)
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe resulting brown oil was chromatographed on silica with 1-5% (2N NH3-MeOH)/CH2Cl2

Vorschrift

A mixture of 3-Bromo-2-pyridin-4-yl-6,7,8,9-tetrahydro-pyrimido[1,2-a]pyrimidin-4-one (0.45 g, 1.46 mmol) and 2-Phenethyl-oxirane (0.65 g, 4.4 mmol) in DMF (20 mL) was treated LiHMDS (5 mL, 5 mml). The mixture was heated at 90 C for 1 h and was cooled to room temperature. Saturated NH4Cl (50 mL) was added and the mixture was extracted with CH2Cl2 (3×20 mL). The organic phase was washed with H2O (3×), dried (Na2SO4), and concentrated. The resulting brown oil was chromatographed on silica with 1-5% (2N NH3-MeOH)/CH2Cl2 to afford the product as a white solid. M+1 457.

Quelle