Réaction #1965624

Équation de réaction

6-bromo-N-phenylimidazo[1,2-a]pyridine-2-carboxamide

Intermediate 1

6-bromo-N-phenylimidazo[1,2-a]pyridine-2-carboxamide

pyridine-3-boronic acid

sodium carbonate

acetonitrile

→

N-phenyl-6-(pyrid-3-yl)imidazo[1,2-a]pyridine-2-carboxamide

Rendement 48.9%

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   TempératureThe mixture is heated for 20 minutes in a microwave machine
2. 2
   Autreset at 150° C.
3. 3
   Températurecooled
4. 4
   Filtrationfiltered
5. 5
   Lavagethe insoluble matter being washed with a mixture of methanol and dichloromethane
6. 6
   ConcentrationThe combined filtrates are concentrated to dryness under reduced pressure

Mode opératoire

150 mg of 6-bromo-N-phenylimidazo[1,2-a]pyridine-2-carboxamide (Intermediate 1), 0.237 g of pyridine-3-boronic acid, 45 mg of tetrakis(triphenylphosphine)palladium, 2 mL of aqueous 2M sodium carbonate solution, 4 mL of acetonitrile and 4 mL of toluene are placed in a microwave tube. The mixture is heated for 20 minutes in a microwave machine set at 150° C., and then cooled and filtered, the insoluble matter being washed with a mixture of methanol and dichloromethane. The combined filtrates are concentrated to dryness under reduced pressure. The residue is concreted with aqueous methanol to give 73 mg of N-phenyl-6-(pyrid-3-yl)imidazo[1,2-a]pyridine-2-carboxamide in the form of an off-white solid.

Source