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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640974Generated: October 30, 2026

tert-Butyl 4-(4-methylpiperazin-1-yl)-2-nitrobenzoate → 2-Amino-4-(4-methylpiperazin-1-yl) benzoic acid tertbutyl ester

https://huagongshe.com/reaction/1640974

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 4-(4-methylpiperazin-1-yl)-2-nitrobenzoateHCID 45791321—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product2-Amino-4-(4-methylpiperazin-1-yl) benzoic acid tertbutyl esterHCID 6673592095.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-(4-methyl-piperazin-1-yl)-2-nitro-benzoic acid tert-butyl ester (13.3 g, 41.5 mmol) cyclohexene (45 mL), ethanol (300 mL) and 10% Pd/C (0.4 g) was stirred at 80° C. for 7 hours. Additional 10% Pd/C was added (0.9 g) and the mixture stirred at 80° C. for additional 4 hours. The reaction mixture was filtered over a celite pad washing thoroughly with ethanol and the filtrate was evaporated to dryness affording the title compound as a pale yellow solid (11.5 g, 95% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114865B2
Source datasetuspto-grants-2012_02
ORD IDord-fac6370beb3448e1a37de26098d8966d
Source noteuspto-grants-2012_02