Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1829802Generated: October 31, 2026

HCID 10274305, compound → 1-[(2S,3R)-2-hydroxy-5-(6-quinolyloxy)-3-pentyl]imidazole-4-carboxamide

https://huagongshe.com/reaction/1829802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 10274305HCID 10274305—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
SolventCyclohexeneHCID 8079—
Product1-[(2S,3R)-2-hydroxy-5-(6-quinolyloxy)-3-pentyl]imidazole-4-carboxamideHCID 990251586.8%

Reaction Steps

To a solution of 1-[(2S,3R)-2-benzyloxy-5-(6-quinolyloxy)-3-pentyl]imidazole-4-carboxamide (58 mg, 0.135 mmol) in cyclohexene (2.5 ml) and ethanol (5 ml) was added 20% palladium hydroxide on carbon (50 mg). The resulting mixture was stirred at reflux for 8 h. After cooling to room temperature, the mixture was filtered through Celite and washed with ethanol. The filtrate was concentrated in vacuo and then the residue was purified by silica gel (1.5 g) chromatography eluted with chloroform/methanol (50:1 to 10:1) to give 1-[(2S,3R)-2-hydroxy-5-(6-quinolyloxy)-3-pentyl]imidazole-4-carboxamide (2) (39.8 mg, 86.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07064144B2
Source datasetuspto-grants-2006_06
ORD IDord-409ee31646c04a8ba8ae6bcb7aaee254
Source noteuspto-grants-2006_06