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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190601Generated: October 30, 2026

Ethanol → 4-{4-[5-(1-Ethyl-1H-indol-6-ylcarbamoyl)-pyridin-2-yl]-piperazin-1-yl}-benzoic acid

https://huagongshe.com/reaction/2190601

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant4-{4-[5-(1-Ethyl-1H-indol-6-ylcarbamoyl)-pyridin-2-yl]-piperazin-1-yl}-benzoic acid benzyl esterHCID 59318115—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product4-{4-[5-(1-Ethyl-1H-indol-6-ylcarbamoyl)-pyridin-2-yl]-piperazin-1-yl}-benzoic acidHCID 4620297296%

Reaction Steps

A mixture of 4-{4-[5-(1-ethyl-1H-indol-6-ylcarbamoyl)-pyridin-2-yl]-piperazin-1-yl}-benzoic acid benzyl ester (100 mg, 0.18 mmol), 10% Pd/C (50 mg) in a 1:1 mixture of EtOH and EtOAc (50 mL) was hydrogenated under 1 atm of hydrogen for 2 h. The mixture was then filtered. The solids were washed with a 1:1 mixture of THF and DMF and the combined organic layer was concentrated. The residue was passed through a silica gel plug with DMF to afford the product (85 mg; Yield: 96%). HRMS m/z calcd for C27H27N5O3I [M+H]+: 470.2187. Found: 470.2184.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324385B2
Source datasetuspto-grants-2012_12
ORD IDord-341e9c5ba2d249e0a81f4ec9e28e5387
Source noteuspto-grants-2012_12