Reaktion #5524

Reaktionsgleichung

2-amino-6-chloropyridine

ethyl bromopyruvate

→

desired product

Ausbeute 67.7%

2-ethoxycarbonyl-5-chloroimidazo[1,2-a]pyridine

Ausbeute 67.7%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 4 hours
2. 2
   SonstigeAfter the solvent was removed
3. 3
   workup.ADDITIONchloroform was added to the residue, which
4. 4
   Waschenwas washed in turn with saturated sodium bicarbonate and saturated saline
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   EinengenAfter the solvent was concentrated
7. 7
   workup.ADDITIONn-hexane was added to the mixture
8. 8
   SonstigeThen, the crystals precipitated
9. 9
   Filtrationwere filtered off
10. 10
    Waschenwashed with n-hexane

Vorschrift

A solution of 2-amino-6-chloropyridine (6.43 g, 50 mmoles) and ethyl bromopyruvate (9.75 g, 50 mmoles) in ethanol (150 ml) was heated at reflux for 4 hours. After the solvent was removed, chloroform was added to the residue, which was washed in turn with saturated sodium bicarbonate and saturated saline, and then dried over anhydrous magnesium sulfate. After the solvent was concentrated, n-hexane was added to the mixture. Then, the crystals precipitated were filtered off and washed with n-hexane to obtain 7.60 g of the desired product (67.6%, pale yellow crystals).

Quelle