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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514161Generated: November 3, 2026

4-(Cyclohexylmethyl)-5-{2-[4-(3-nitrophenyl)piperazin-1-yl]ethyl}-2,4-dihydro-3H-1,2,4-triazol-3-one → 5-{2-[4-(3-aminophenyl)piperazin-1-yl]ethyl}-4-(cyclohexylmethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

https://huagongshe.com/reaction/1514161

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Cyclohexylmethyl)-5-{2-[4-(3-nitrophenyl)piperazin-1-yl]ethyl}-2,4-dihydro-3H-1,2,4-triazol-3-oneHCID 59536471—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product5-{2-[4-(3-aminophenyl)piperazin-1-yl]ethyl}-4-(cyclohexylmethyl)-2,4-dihydro-3H-1,2,4-triazol-3-oneHCID 5953646293.9%

Reaction Steps

To a solution of 4-(cyclohexylmethyl)-5-{2-[4-(3-nitrophenyl)piperazin-1-yl]ethyl}-2,4-dihydro-3H-1,2,4-triazol-3-one D9 (0.30 g, 0.72 mmol) in methanol (20 mL), a catalytic amount of 10% Pd/C was added and the slurry was pressurized to 20-30 bar in an autoclave for 3 days. The catalyst was filtered through a Celite pad and the filtrate was evaporated to afford 0.26 g (93%) 5-{2-[4-(3-aminophenyl)piperazin-1-yl]ethyl}-4-(cyclohexylmethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one D10 as an orange semi-solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222254B2
Source datasetuspto-grants-2012_07
ORD IDord-0c2a0904ec2e40049830510bf5dd213b
Source noteuspto-grants-2012_07