Reaktion #706299

Reaktionsgleichung

4-(2-chloroethyl)-6-fluoro-1-methyl-2(1H)-quinolone

4-(1-piperazinyl)thieno[3,2-c]pyridine

sodium hydrogen carbonate

→

expected product

Ausbeute 27.0%

6-fluoro-1-methyl-4-[2-[4-(thieno[3,2-c]pyridine-4-yl)-1-piperazinyl]ethyl]-2(1H)-quinolone hydrochloride

Ausbeute 27.0%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent is evaporated off
2. 2
   WaschenIt is washed with saturated aqueous sodium bicarbonate solution
3. 3
   TrocknenThe organic phase is dried over sodium sulphate
4. 4
   Filtrationfiltered
5. 5
   Sonstigecondensed
6. 6
   SonstigeThe crude product is purified by flash chromatography on silica
7. 7
   Wascheneluting with a methanol/dichloromethane (5:95) mixture
8. 8
   workup.ADDITIONcontaining traces of aqueous ammonia

Vorschrift

1.4 g (5.8 mmol) of 4-(2-chloroethyl)-6-fluoro-1-methyl-2(1H)-quinolone are added to a mixture of 1.3 g (5.9 mmol) of 4-(1-piperazinyl)thieno[3,2-c]pyridine and 0.50 g (5.95 mmol) of sodium hydrogen carbonate in 20 ml of acetonitrile, and the reaction medium is heated to 55-60° C. for 18 hours. The solvent is evaporated off and the residue is taken up in 100 ml of dichloromethane. It is washed with saturated aqueous sodium bicarbonate solution and then with water. The organic phase is dried over sodium sulphate and filtered and the filtrate is condensed. The crude product is purified by flash chromatography on silica, eluting with a methanol/dichloromethane (5:95) mixture containing traces of aqueous ammonia. 0.70 g of the expected product is obtained in base form.

Quelle