Reacción #6238

Ecuación de reacción

4-(3-aminopropyloxy)pyridine

triethylamine

nicotinoyl chloride hydrochloride

→

desired compound

Rendimiento 88.7%

4-(3-nicotinoylaminopropyloxy)pyridine

Rendimiento 88.7%

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooling
2. 2
   workup.STIRRINGThe mixture was stirred at room temperature for 1.5 hours
3. 3
   LavadoThe reaction mixture was washed successively with a saturated aqueous solution of sodium bicarbonate and brine
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off
6. 6
   OtroThe residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:10 to 1:5)

Procedimiento

To a solution of 700 mg (4.60 mmol) of 4-(3-aminopropyloxy)pyridine and 1.54 ml (11.0 mmol) of triethylamine in 30 ml of methylene chloride, 830 mg (4.66 mmol) of nicotinoyl chloride hydrochloride was added under ice-cooling with stirring. The mixture was stirred at room temperature for 1.5 hours. The reaction mixture was washed successively with a saturated aqueous solution of sodium bicarbonate and brine and dried over anhydrous magnesium sulfate, and then the solvent was distilled off. The residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:10 to 1:5) to obtain 1.05 g of the desired compound (yield: 85.8%, colorless crystals).

Fuente