Reacción #438008

Ecuación de reacción

3-Methylpyridine-2-carbonitrile

lithium aluminium hydride

→

oil

Rendimiento 13.6%

(3-Methyl-pyridin-2-yl)methylamine

Rendimiento 13.6%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction was cooled to 0° C.
2. 2
   Otroquenched with ethyl acetate (2.5 ml)
3. 3
   workup.ADDITIONSodium hydroxide (2.5 ml, 1 M) was added
4. 4
   Filtraciónfiltered through Celite®
5. 5
   ExtracciónThe filtrate was extracted with ethyl acetate (2×20 ml)
6. 6
   Lavadothe combined organics washed with brine (50 ml)
7. 7
   Secadodried (MgSO4)
8. 8
   OtroThe crude material was purified by chromatography (0–5% MeOH in CH2Cl2+1% NH3)

Procedimiento

3-Methylpyridine-2-carbonitrile (2.0 g, 16.95 mmol) in THF (50 ml) at 0° C. was added to a solution of lithium aluminium hydride (16.95 ml, 1 M in THF) and the mixture allowed to warm to RT overnight. The reaction was cooled to 0° C. and quenched with ethyl acetate (2.5 ml). Sodium hydroxide (2.5 ml, 1 M) was added and the mixture stirred at RT for 1 h, then filtered through Celite®. The filtrate was extracted with ethyl acetate (2×20 ml) and the combined organics washed with brine (50 ml) and dried (MgSO4). The crude material was purified by chromatography (0–5% MeOH in CH2Cl2+1% NH3) to yield a yellow oil (282 mg).

Fuente