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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968779Generated: October 29, 2026

Thiophene → Cyclohexanecarboxylic acid [2-(2-amino-5-benzoyl-benzylamino)-ethyl]-amide

https://huagongshe.com/reaction/1968779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiopheneHCID 8030—
ReactantN-(2-aminoethyl)cyclohexanecarboxamideHCID 13028009—
Reactant2-Amino-5-benzoylbenzaldehydeHCID 58625138—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductCyclohexanecarboxylic acid [2-(2-amino-5-benzoyl-benzylamino)-ethyl]-amideHCID 58625175—

Reaction Steps

A mixture of 2-amino-5-benzoylbenzaldehyde (0.007 mol) and cyclohexanecarboxylic acid (2-amino-ethyl)-amide (0.007 mol) in methanol was hydrogenated at 50° C. with 10% Pd/C (0.5 g) as a catalyst in the presence of thiophene solution (1 mL). After uptake of H2 gas (1 equiv.) the catalyst was filtered off and the solvent evaporated. The residue was purified by column chromatography over silica gel (Biotage column) (eluent:CH2Cl2:methanol gradient). The desired fractions were collected and the solvent evaporated to yield the title compound as a residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426429B2
Source datasetuspto-grants-2013_04
ORD IDord-953a9d6c60ad4cffb30062c7156d01d9
Source noteuspto-grants-2013_04