Réaction #4393

Équation de réaction

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

formaldehyde

dimethylamine

→

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

Rendement 85.4%

Solvants

acetic acid

Conditions de réaction

Traitement

1. 1
   Températurecooling over a period of 10 minutes
2. 2
   TempératureThe mixture was heated at 50°-55° C. for 2 hours
3. 3
   Autreevaporated in vacuo
4. 4
   Extractionextracted with methylene chloride
5. 5
   LavageThe extract was washed with water
6. 6
   Séchagedried over magnesium sulfate
7. 7
   Autreevaporated in vacuo
8. 8
   AutreThe residual solid was recrystallized from a mixture of diethyl ether and n-hexane

Mode opératoire

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).

Source