Reacción #1006393

Ecuación de reacción

tert-butyl 4-hydroxypiperidine-1-carboxylate

triphosgene

1-isopropylpiperazine

→

title compound

Rendimiento 197.8%

1-(tert-butoxycarbonyl)piperidin-4-yl 4-isopropylpiperazine-1-carboxylate

Rendimiento 197.8%

Disolventes

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe reaction mixture was stirred at rt for 5 h
2. 2
   OtroThe reaction was quenched with saturated NH4Cl (100 mL) solution
3. 3
   Extracciónthe mixture was extracted with DCM (3×100 mL)
4. 4
   LavadoThe combined organic layers were washed with saturated NH4Cl (2×100 mL) and brine (50 mL) sequentially
5. 5
   Secadodried over anhydrous Na2SO4
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated under reduced pressure

Procedimiento

To a solution of tert-butyl 4-hydroxypiperidine-1-carboxylate (4.4 g, 21.9 mmol) in DCM (100 mL) was carefully added DMAP (5.3 g, 43.8 mmol) and triphosgene (3.2 g, 10.95 mmol) portionwise. After stirring at rt for 2 h, 1-isopropylpiperazine (3.3 g, 26 mmol) was added and the reaction mixture was stirred at rt for 5 h. The reaction was quenched with saturated NH4Cl (100 mL) solution and the mixture was extracted with DCM (3×100 mL). The combined organic layers were washed with saturated NH4Cl (2×100 mL) and brine (50 mL) sequentially, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford the title compound as a white solid (7.7 g, 99%). [LCMS: Rt=1.67 min, m/z 356.3 (M+H)+].

Fuente