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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1409597Generated: November 2, 2026

5-Benzyloxy-2-cyclohexylmethyl-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid methyl ester → 2-Cyclohexylmethyl-5-hydroxy-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid methyl ester

https://huagongshe.com/reaction/1409597

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Benzyloxy-2-cyclohexylmethyl-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid methyl esterHCID 86710296—
CatalystPalladium hydroxideHCID 9942167—
SolventEthyl AcetateHCID 8857—
Product2-Cyclohexylmethyl-5-hydroxy-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid methyl esterHCID 8671029770.5%

Reaction Steps

A mixture of methyl 5-(benzyloxy)-2-(cyclohexylmethyl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate (60 mg, 162 μmol) and 20% palladium hydroxide on carbon (11.4 mg, 16.2 μmol) in EtOAc (10 ml) was placed under an atmosphere of hydrogen and stirred at room temperature overnight. The mixture was filtered and then evaporated to dryness. Chromatography (SiO2; 0 to 20% EtOAc in hexanes) gave the title product as a white solid (0.032 g; 70%). LCMS: m/z=281 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921388B2
Source datasetuspto-grants-2014_12
ORD IDord-34ac2f912b674fed83b242a76c3ac42f
Source noteuspto-grants-2014_12