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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 842381Generated: October 27, 2026

2-Nitro-N-[[1-(4-pyridyl)piperidin-4-yl]methoxycarbonyl]aniline → N2-[1-(4-pyridyl)piperidin-4-yl]methoxycarbonyl-1,2-benzenediamine

https://huagongshe.com/reaction/842381

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Nitro-N-[[1-(4-pyridyl)piperidin-4-yl]methoxycarbonyl]anilineHCID 18174618—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductN2-[1-(4-pyridyl)piperidin-4-yl]methoxycarbonyl-1,2-benzenediamineHCID 1082999596%

Reaction Steps

A solution of 2-nitro-N-[[1-(4-pyridyl)piperidin-4-yl]methoxycarbonyl]aniline (7.55 g, 21.2 mmol) and 5% Pd/C (4.00 g) in ethanol was placed under an atmosphere of hydrogen (1 atm). After consumption of the starting material was indicated by tlc (16-20 h), the mixture was filtered through diamotaceous earth using hot ethyl acetate to wash the filter cake. Concentration of the filtrate yielded 6.58 g (96%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06372759B1
Source datasetuspto-grants-2002_04
ORD IDord-df985a8a87264d12a6efe8d3ab7c5574
Source noteuspto-grants-2002_04