Reaktion #6196

Reaktionsgleichung

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

pivaloyl chloride

→

desired compound

Ausbeute 96.4%

4-[3-(pivaloylamino)propylthio]pyridine hydrochloride

Ausbeute 96.4%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 30 minutes
3. 3
   WaschenThe reaction mixture was washed with an aqueous saturated sodium bicarbonate solution and water
4. 4
   Sonstigedried
5. 5
   workup.DISTILLATIONThe solvent was distilled off
6. 6
   SonstigeThe residue was purified by column chromatography (eluent: ethyl acetate)

Vorschrift

To a solution of 1.00 g (4.15 mmol) of 4-(3-aminopropylthio)pyridine dihydrochloride and 2.77 ml (19.8 mmol) of triethylamine in 40 ml of methylene chloride was added 0.61 ml (4.96 mmol) of pivaloyl chloride under ice-cooling with stirring and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed with an aqueous saturated sodium bicarbonate solution and water and dried. The solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to obtain 1.01 g of the desired compound (free base) (96.4%, yellow oil).

Quelle