Reacción #162662

Ecuación de reacción

t-butyl piperazine-1-carboxylate

1-tert-butyl-4-piperazine carboxylate

compound 31

1-tert-butyl-4-piperazine carboxylate

quinolin-8-yl trifluoromethanesulfonate

compound 30

quinolin-8-yl trifluoromethanesulfonate

Cs2CO3

THF

→

desired compound

Rendimiento 74.0%

tert-butyl 4-(quinolin-8-yl)piperazine-1-carboxylate

Rendimiento 74.0%

Disolventes

Et2O

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture was refluxed for 1 day
2. 2
   Filtraciónfiltered with Celite
3. 3
   OtroThe organic solution was evaporated under reduced pressure
4. 4
   Otrothe residue was purified with normal preparative column

Procedimiento

t-butyl piperazine-1-carboxylate (compound 31, 8.6 g, 46 mmol) and quinolin-8-yl trifluoromethanesulfonate (compound 30, 11 g, 39.6 mmol) were added to a solution of Cs2CO3 (18 g, 55 mmol), BINAP (1.07 g) and Pd(OAc)2 (367 mg) in THF (100 ml). The reaction mixture was refluxed for 1 day and then cooled down to room temperature. The resulting solution was diluted with Et2O (100 ml) and then filtered with Celite. The organic solution was evaporated under reduced pressure, the residue was purified with normal preparative column to give rise to desired compound (9.3 g, 74% yield) as a light yellow solid.

Fuente