Reacción #689620

Ecuación de reacción

pivaloyl chloride

3-aminopyridine

triethylamine

→

title compound

Rendimiento 75.0%

2,2-Dimethyl-N-pyridin-3-ylpropanamide

Rendimiento 75.0%

Disolventes

dichloromethane

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter the addition
2. 2
   LavadoThe mixture was washed with water, aqueous 4% sodium bicarbonate, brine
3. 3
   Secadodried over sodium sulphate
4. 4
   Otrothe solvent removed under reduced pressure
5. 5
   OtroThe residue was purified by column chromatography on silica flash

Procedimiento

To an ice-cooled solution of 3-aminopyridine (6 g, 63.8 mmol) and triethylamine (9.72 mL, 70.2 mmol) in 124 mL of dichloromethane under argon, was carefully added pivaloyl chloride (7.92 mL, 64.4 mmol) in 16 mL of dichloromethane. After the addition was completed, the reaction mixture was stirred at 0° C. for 15 minutes and at room temperature for 18 hours. The mixture was washed with water, aqueous 4% sodium bicarbonate, brine, dried over sodium sulphate and the solvent removed under reduced pressure. The residue was purified by column chromatography on silica flash, using hexane/ethyl acetate (85:15) as eluents, to yield the title compound (8.5 g, 75%) as a white solid.

Fuente