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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 48Generated: October 23, 2026

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

https://huagongshe.com/en/reaction/48

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-AcetylpiperazineHCID 83795—
Reactant4-Bromo-2-nitroanisoleHCID 118533—
ReagentCesium carbonateHCID 10796—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystPalladium (II) acetateHCID 4144353—
Solvent1,4-DioxaneHCID 31275—
Product1-[4-(4-Methoxy-3-nitro-phenyl)-piperazin-1-yl]ethanoneHCID 582357111.22%

Reaction Conditions

Temperature120 °C

Reaction Steps

4-bromo-1-methoxy-2-nitrobenzene (1.5 g, 6.46 mmol), 1-(piperazin-1-yl)ethanone (0.829 g, 6.46 mmol), CESIUM CARBONATE (4.21 g, 12.93 mmol), XANTPHOS (0.449 g, 0.78 mmol) and PdOAc2 (0.116 g, 0.52 mmol) were suspended in dioxane (20 ml) and sealed into a microwave tube. The reaction was heated to 120 °C for 90 minutes in the microwave reactor and cooled to RT. The reaction mixture was filtered through celite with ethyl acetate (50 mL). The filtrate was evaporated to dryness. The crude product was purified by flash silica chromatography in EtOAc. Pure fractions were evaporated to dryness to afford 1-(4-(4-methoxy-3-nitrophenyl)piperazin-1-yl)ethanone (0.022 g, 1.218 %) as a brown solid.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-56a1dc90e93f4e37a4c4dceba5d45c4e
Source note750 AstraZeneca ELN dataset