Reacción #5524

Ecuación de reacción

2-amino-6-chloropyridine

ethyl bromopyruvate

→

desired product

Rendimiento 67.7%

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

Rendimiento 67.7%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 4 hours
2. 2
   OtroAfter the solvent was removed
3. 3
   workup.ADDITIONchloroform was added to the residue, which
4. 4
   Lavadowas washed in turn with saturated sodium bicarbonate and saturated saline
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   ConcentraciónAfter the solvent was concentrated
7. 7
   workup.ADDITIONn-hexane was added to the mixture
8. 8
   OtroThen, the crystals precipitated
9. 9
   Filtraciónwere filtered off
10. 10
    Lavadowashed with n-hexane

Procedimiento

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).

Fuente