Reaktion #439978

Reaktionsgleichung

dimethoxyethane

1-(tert-butoxycarbonyl)-4-[(5-bromopyrimidin-2-yl)carbonyl]piperazine

(pyridin-4-yl)boronic acid

cesium fluoride

→

1-(tert-Butoxycarbonyl)-4-[[5-(4-pyridyl)pyrimidin-2-yl]carbonyl]piperazine

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter purging with argon
2. 2
   Temperaturthe reaction mixture was refluxed for 19 hours
3. 3
   workup.DISTILLATIONThe solvent was then distilled off under reduced pressure
4. 4
   SonstigeThe residue was purified by moderate-pressure chromatography on a silica gel column (size D, methanol methylene chloride=1:9), whereby the title compound (1.31 g)
5. 5
   Sonstigewas obtained as a colorless solid

Vorschrift

To a mixed solvent of dimethoxyethane (60 ml) and methanol (120 ml) were added 1-(tert-butoxycarbonyl)-4-[(5-bromopyrimidin-2-yl)carbonyl]piperazine (2.97 g), (pyridin-4-yl)boronic acid (1.48 g), cesium fluoride (4.25 g) and tetrakis(triphenylphosphine)palladium (924 mg). After purging with argon, the reaction mixture was refluxed for 19 hours. The solvent was then distilled off under reduced pressure. The residue was purified by moderate-pressure chromatography on a silica gel column (size D, methanol methylene chloride=1:9), whereby the title compound (1.31 g) was obtained as a colorless solid.

Quelle