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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929909Generated: October 30, 2026

5-(4-Chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(1-hydroxy-cyclopentylethynyl)-nicotinamide → 5-(4-Chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-[2-(1-hydroxy-cyclopentyl)-ethyl]-nicotinamide

https://huagongshe.com/reaction/1929909

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(4-Chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(1-hydroxy-cyclopentylethynyl)-nicotinamideHCID 67504992—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product5-(4-Chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-[2-(1-hydroxy-cyclopentyl)-ethyl]-nicotinamideHCID 67504838—

Reaction Steps

5-(4-Chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(1-hydroxy-cyclopentylethynyl)-nicotinamide (120 mg, 0.27 mmol) was dissolved in ethylacetate (15 mL) and hydrogenated in the presence of palladium on charcoal (10%) at room temperature and atmospheric pressure. After filtration and evaporation of the solvent the residue was purified by chromatography on silica gel with a ethyl acetate: methanol gradient to yield the product as colorless foam, MS (ISP) 443.1, 445.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188093B2
Source datasetuspto-grants-2012_05
ORD IDord-846d75ee3d694315b7131d8ad9ed6d35
Source noteuspto-grants-2012_05