Reaktion #480883

Reaktionsgleichung

4-(5-Bromopyrimidin-2-yl)piperazine-1-carboxylic acid tert-butyl ester

4-fluorophenylboronic acid

potassium phosphate

→

title compound

Ausbeute 96.0%

4-[5-(4-Fluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylic acid tert-butyl ester

Ausbeute 96.0%

Lösungsmittel

1,2-dimethoxyethane

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigedegassed
2. 2
   Temperaturheated
3. 3
   Temperaturto reflux under nitrogen
4. 4
   TemperaturAfter 16 h. the reaction was cooled
5. 5
   workup.DISSOLUTIONdissolved in diethyl ether (100 ml)
6. 6
   Waschenwashed with water (3×20 ml), saturated brine (20 ml)
7. 7
   Trocknendried (Na2SO4)
8. 8
   Sonstigeevaporated
9. 9
   SonstigeThe black residue was then chromatographed on silica, with 2% methanol/dichloromethane

Vorschrift

4-(5-Bromopyrimidin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (1.01 g), 4-fluorophenylboronic acid (0.45 g), tetrakis(triphenylphosphine)palladium(0) (0.12 g) and potassium phosphate (1.25 g) were dissolved in a mixture of 1,2-dimethoxyethane (40 ml) and water (10 ml), degassed and heated to reflux under nitrogen. After 16 h. the reaction was cooled, reduced in vacuo, dissolved in diethyl ether (100 ml) and washed with water (3×20 ml), saturated brine (20 ml), dried (Na2SO4) and evaporated. The black residue was then chromatographed on silica, with 2% methanol/dichloromethane to provide the title compound as a pale yellow solid (1.01 g, 96%).

Quelle