Reaktion #421141

Reaktionsgleichung

2-methyl-4-piperazin-1-yl-7-(trifluoromethyl)quinoline

diisopropylethylamine

(E)-4-Ethyl-hex-2-enoic acid

HATU

→

solid

(E)-4-Ethyl-1-[4-[2-methyl-7-(trifluoromethyl)-4-quinolyl]piperazin-1-yl]hex-2-en-1-one

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued overnight
3. 3
   SonstigeThe mixture was evaporated under reduced pressure
4. 4
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane
5. 5
   Waschenthe solution was washed with 5% sodium bicarbonate solution and water
6. 6
   Sonstigeevaporated to dryness under reduced pressure
7. 7
   SonstigeThe residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile)

Vorschrift

(E)-4-Ethyl-hex-2-enoic acid (21.3 mg, 0.15 mmol) was dissolved in DMF (350 μl), diisopropylethylamine was added (26 μl, 0.15 mmol) followed by HATU (57 mg, 0.15 mmol dissolved in 0.25 ml DMF). The mixture was stirred at room temperature for 15 minutes, then 2-methyl-4-piperazin-1-yl-7-(trifluoromethyl)quinoline (44 mg, 0.15 mmol, dissolved in 1 ml DMF) was added and stirring was continued overnight. The mixture was evaporated under reduced pressure, the residue was dissolved in dichloromethane, the solution was washed with 5% sodium bicarbonate solution and water, evaporated to dryness under reduced pressure. The residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 20.3 mg (0.48 mmol, 32.3%) of a solid.

Quelle