1-(4-Nitrophenyl)piperazine → 4-(2,6-Dimethyl-pyridin-4-yl)-1-(4-nitrophenyl)-piperazine

To a solution of trifluoro-methanesulfonic acid 2,6-dimethyl-pyridin-4-yl ester (0.50 g, 1.96 mmol) in diglyme (50 mL) was added 4-nitrophenyl piperazine (0.37 g, 0.76 mmol) and heated in the microwave at 165° C. for 40 minutes. The mixture was diluted with chloroform (100 mL) and washed with water (5×50 mL). The organic layer was separated, washed with brine solution (5×40 mL), dried over sodium sulfate and filtered. The solvent was evaporated, and the crude material was purified by column chromatography over silica gel (60-120 mesh) using 12% methanol in chloroform as eluent to afford 4-[4-(2,6-dimethyl-pyridin-4-yl)-1-(4-nitrophenyl)-piperazine (0.30 g, 49%) as a yellow solid.

1. washwashed with water (5×50 mL)
2. customThe organic layer was separated
3. washwashed with brine solution (5×40 mL)
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. customThe solvent was evaporated
7. customthe crude material was purified by column chromatography over silica gel (60-120 mesh)

ORD record

ord-614d0a11dfb549748481c43e38f88694

Source dataset

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08604029B2