Réaction #8473

Équation de réaction

product

2-[4-Bromophenyl]-7-methylimidazo[1,2-a]pyridine

triethylamine

3-butyn-1-ol

→

title compound

Rendement 71.7%

2-[4-[4-Hydroxybut-1-ynyl]phenyl]-7-methylimidazo[1,2-a]pyridine

Rendement 71.7%

Solvants

acetonitrile

Conditions de réaction

Traitement

1. 1
   TempératureThe mixture was cooled to ambient temperature
2. 2
   Températureheated
3. 3
   Températureat reflux temperature for 18 hours
4. 4
   TempératureThe mixture was cooled to ambient temperature
5. 5
   Autreevaporated to dryness
6. 6
   AutreThe residue was crystallized

Mode opératoire

The product of Step A (1.8 g) in dry acetonitrile (40 mL) was treated sequentially with tetrakis(triphenylphosphine)palladium(0) (0.1 g), triethylamine (1.27 g), and CuI (10 mg) then heated at 60° C. for 30 minutes. The mixture was cooled to ambient temperature, treated with 3-butyn-1-ol (0.361 g) and heated at reflux temperature for 18 hours. The mixture was cooled to ambient temperature and evaporated to dryness. The residue was crystallized, twice, from acetone to afford the title compound (1.02 g).

Source