Reaktion #732606

Reaktionsgleichung

water

NaH

1-(2-naphtalenesulfonyl)-piperazine

2-(methylsulfonyl)-5-pyrimidinecarboxylic acid, ethyl ester

→

2-[4-(2-naphthalenylsulfonyl)-1-piperazinyl]-5-pyrimidinecarboxylic acid, ethyl ester

Ausbeute 84.0%

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to 0° C
2. 2
   workup.STIRRINGThe mixture was stirred at room temperature for 2 hours
3. 3
   Extraktionextracted with EtOAc
4. 4
   SonstigeThe organic layer was separated
5. 5
   Trocknendried (MgSO4)
6. 6
   Filtrationfiltered
7. 7
   Sonstigethe solvent was evaporated
8. 8
   FiltrationThe precipitate was filtered off
9. 9
   Sonstigedried

Vorschrift

NaH 60% (0.0217 mol) was added portionwise at room temperature to a solution of 1-(2-naphtalenesulfonyl)-piperazine (0.011 mol) in THF (50 ml) under N2 flow. The mixture was stirred at room temperature for 1 hour, then cooled to 0° C. A solution of 2-(methylsulfonyl)-5-pyrimidinecarboxylic acid, ethyl ester (0.014 mol) in THF (30 ml) was added quickly. The mixture was stirred at room temperature for 2 hours, poured out into water and extracted with EtOAc. The organic layer was separated, dried (MgSO4), filtered, and the solvent was evaporated. The residue was taken up in diethyl ether. The precipitate was filtered off and dried, yielding 3.92 g (84%) of 2-[4-(2-naphthalenylsulfonyl)-1-piperazinyl]-5-pyrimidinecarboxylic acid, ethyl ester (interm. 8), melting point >260° C.

Quelle