1-Acetylpiperazine → 1-[4-(4-Methoxy-3-nitro-phenyl)-piperazin-1-yl]ethanone

HRID 191

Reaktionsgleichung

Reaktionsgleichung von HRID 191
CC(=O)N1CCNCC1.COc1ccc(Br)cc1[N+](=O)[O-]>C1COCCO1.CC(=O)O.CC(=O)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O=C([O-])[O-].[Cs+].[Cs+].[Pd]>COc1ccc(N2CCN(C(C)=O)CC2)cc1[N+](=O)[O-]

Komponenten

7

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

diacetoxypalladium (0.116 g, 0.52 mmol) was added to a stirred mixture of 4-bromo-1-methoxy-2-nitrobenzene (1.5 g, 6.46 mmol), 1-(piperazin-1-yl)ethanone (0.829 g, 6.46 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.449 g, 0.78 mmol) and cesium carbonate (4.21 g, 12.93 mmol) dissolved in dioxane (10 mL) , degased and under argon. The resulting suspension was stirred at 120 °C for 2 hours.At 25°C, the mixture was filtered and evaporated under reduce pressure.The mixture was adsorbed on silica gel.The crude product was purified by flash chromatography on silica gel eluting with 1 to 5% methanol in ethyle acetate. The solvent was evaporated to dryness to afford 1-(4-(4-methoxy-3-nitrophenyl)piperazin-1-yl)ethanone (1.400 g, 78 %) as a orange solid.

Quellen und Nachweise

ORD-Eintrag
ord-f3dd88e6019442749a56a95e7a33ac6e
Quelldatensatz
750 AstraZeneca ELN dataset
Originallink
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