Reacción #4393

Ecuación de reacción

8-(2-chlorobenzyloxy)-2-methylimidazo[1,2-a]pyridine

formaldehyde

dimethylamine

→

8-(2-chlorobenzyloxy)-3-dimethylaminomethyl-2-methylimidazo[1,2-a]pyridine

Rendimiento 85.4%

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooling over a period of 10 minutes
2. 2
   TemperaturaThe mixture was heated at 50°-55° C. for 2 hours
3. 3
   Otroevaporated in vacuo
4. 4
   Extracciónextracted with methylene chloride
5. 5
   LavadoThe extract was washed with water
6. 6
   Secadodried over magnesium sulfate
7. 7
   Otroevaporated in vacuo
8. 8
   OtroThe residual solid was recrystallized from a mixture of diethyl ether and n-hexane

Procedimiento

To a solution of 37% aqueous formaldehyde (2.38 g) in acetic acid (38 ml) was added dropwise 50% aqueous dimethylamine (2.63 g) with ice-cooling over a period of 10 minutes and the mixture was stirred for an additional 10 minutes. The mixture was heated at 50°-55° C. for 2 hours after an addition of 8-(2-chlorobenzyloxy)-2-methylimidazo[1,2-a]pyridine (7.6 g) thereto and then evaporated in vacuo. The residue was basified with aqueous sodium hydroxide and extracted with methylene chloride. The extract was washed with water, dried over magnesium sulfate and evaporated in vacuo. The residual solid was recrystallized from a mixture of diethyl ether and n-hexane to give 8-(2-chlorobenzyloxy)-3-dimethylaminomethyl-2-methylimidazo[1,2-a]pyridine (7.85 g).

Fuente