Reacción #2254224

Ecuación de reacción

LAH

2-[(9R)-9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]acetonitrile

→

2-[(9R)-9-(Pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]ethan-1-amine

Rendimiento 94.0%

Disolventes

Et2O

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONThe resulting mix
2. 2
   TemperaturaThe reaction was cooled at 0° C.
3. 3
   Otroquenched with water (1.12 ml), NaOH (10%, 2.24 ml)
4. 4
   FiltraciónSolid was filtered
5. 5
   Filtraciónfilter pad
6. 6
   Lavadowas washed with ether (3×20 ml)
7. 7
   OtroThe combined organic was dried
8. 8
   Concentraciónconcentrated

Procedimiento

LAH (1M in Et2O, 20 ml, 20 mmol) was added to a solution of 2-[(9R)-9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]acetonitrile (2.56 g, 10 mmol) in Et2O (100 ml, 0.1M) at 0° C. under N2. The resulting mix was stirred and allowed to warm to room temperature. After 2 h, LCMS showed the reaction had completed. The reaction was cooled at 0° C. and quenched with water (1.12 ml), NaOH (10%, 2.24 ml) and another 3.36 ml of water. Solid was filtered and filter pad was washed with ether (3×20 ml). The combined organic was dried and concentrated to give 2-[(9R)-9-(Pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]ethan-1-amine (2.44 g, 94% yield, m/z 260.6 [M+H]+ observed) as a light amber oil.

Fuente