tert-Butyl piperazine-1-carboxylate → tert-Butyl 4-(4-ethoxy-6-methyl-2-pyridyl)piperazine-1-carboxylate

Temperatur

80 °C

2-Bromo-4-ethoxy-6-methylpyridine (108 mg, 0.5 mmol), tert-butyl piperazine-1-carboxylate (140 mg, 0.75 mmol), Pd2(DBA)3 (10 mg, 0.011 mmol), sodium tert-butoxide (80 mg, 0.825 mmol) and BINAP (20 mg, 0.032 mmol) were placed in anhydrous THF (3 ml) under argon and heated at 80° C. for 30 minutes under microwave heating. The mixture was diluted with ethyl acetate, filtered through kieselguhr and concentrated under reduced pressure. The residue was dissolve in DCM and filtered through a plug of silica. The filter was washed with a mixture of DCM and diethylether, the combined filtrates were concentrated to dryness under reduced pressure to give 141 mg (0.44 mmol, 88% yield) MS (multi-mode) m/z=322.2 [M+H]+.

1. temperatureheating
2. filtrationfiltered through kieselguhr
3. concentrationconcentrated under reduced pressure
4. dissolutionThe residue was dissolve in DCM
5. filtrationfiltered through a plug of silica
6. washThe filter was washed with a mixture of DCM and diethylether
7. concentrationthe combined filtrates were concentrated to dryness under reduced pressure
8. customto give 141 mg (0.44 mmol, 88% yield)

ORD-Eintrag

ord-f76d732f326b4e1ab73c36a38abebd99

Quelldatensatz

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09260441B2