Reaktion #5569

Reaktionsgleichung

5-mercaptoimidazo[1,2-a]pyridine

2-[2-(bromo)ethyl]isoindolin-1-one

triethylamine

→

desired product

Ausbeute 77.0%

5-[2-(isoindolin-1-one-2-yl)ethylthio]imidazo[1,2-a]pyridine

Ausbeute 77.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturat reflux for 2 hours
3. 3
   workup.DISTILLATIONAfter the solvent was distilled off
4. 4
   workup.ADDITIONchloroform was added to the residue which
5. 5
   Waschenwas washed with water
6. 6
   Trocknendried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONAfter the solvent was distilled off
8. 8
   Sonstigethe residue was purified by column chromatography [eluent: ethyl acetate/ethanol (15:1)]

Vorschrift

To a suspension of 5-mercaptoimidazo[1,2-a]pyridine (150 mg, 1 mmole) and 2-[2-(bromo)ethyl]isoindolin-1-one (240 mg, 1 mmole) in ethanol (15 ml) was added triethylamine (0.21 ml, 1.5 mmoles) and the mixture Was stirred at room temperature for 12 hours and heated at reflux for 2 hours. After the solvent was distilled off, chloroform was added to the residue which was washed with water and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography [eluent: ethyl acetate/ethanol (15:1)] to obtain 238 mg of the desired product (77.0%, light brown solid).

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