Reaction #75729

Reaction equation

2-(5-Methyl-1H-tetrazol-1-yl)nicotinic acid

potassium carbonate

ethyl iodide

→

ethyl 2-(5-methyl-1H-tetrazol-1-yl)nicotinate

Solvents

acetone

Conditions

Workup

1. 1
   Temperaturethe reaction mixture was heated
2. 2
   Temperatureat reflux for 2 hours
3. 3
   OtherThe acetone was removed under vacuum
4. 4
   OtherThe residue was partitioned between water and dichloromethane
5. 5
   OtherThe dichloromethane layer was separated
6. 6
   Otherdried
7. 7
   Concentrationconcentrated under vacuum

Procedure

2-(5-Methyl-1H-tetrazol-1-yl)nicotinic acid (5.6 g, 27 mmole) was suspended in acetone (250 mL), potassium carbonate (5 g) and ethyl iodide (5 mL) were added and the reaction mixture was heated at reflux for 2 hours. The acetone was removed under vacuum. The residue was partitioned between water and dichloromethane. The dichloromethane layer was separated, dried, then concentrated under vacuum to provide 6.3 g of ethyl 2-(5-methyl-1H-tetrazol-1-yl)nicotinate.

Source