Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182816Generated: November 2, 2026

Cyclohexanol → HCID 66706054, compound

https://huagongshe.com/reaction/1182816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanolHCID 7966—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 58553813HCID 58553813—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66706054HCID 6670605456.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

Process 1: 4′-{[4-butyl-1-(5-hydroxypyrimidin-2-yl)-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile (27 mg, 0.060 mmol), cyclohexanol (12 mg, 0.120 mmol) and triphenylphosphine (32 mg, 0.122 mmol) were dried for 3 hrs in vacuo, purged with argon, added 1,4-dioxane (1 mL) and diethyl azodicarboxylic acid (2.2 mol/L toluene solution, 70 μL, 0.154 mmol), and then stirred at 80° C. for 3 hrs. The reaction mixture was added water and extracted with ethyl acetate. The organic layer was combined, washed with water and brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The resulting residues were subjected to silica gel column chromatography (chloroform:methanol=10:1) to obtain 4′-{{4-butyl-1-[5-(cyclohexyloxy)pyrimidin-2-yl]-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl}methyl}biphenyl-2-carbonitrile (18 mg, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664226B2
Source datasetuspto-grants-2014_03
ORD IDord-0962ae74779b4b3c8dd70d71cee8951b
Source noteuspto-grants-2014_03