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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1674149Generated: October 31, 2026

Tributylphosphine → 4'-[(1-{[5-({[Tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-yl]methyl}-2-methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl)methyl]biphenyl-2-carbonitrile

https://huagongshe.com/reaction/1674149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant5-(tert-Butyldimethylsilyloxymethyl)-2-(hydroxymethyl)pyridineHCID 22473222—
Reactant4'-[(2-Methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl)methyl]biphenyl-2-carbonitrileHCID 135427273—
SolventTetrahydrofuranHCID 8028—
Product4'-[(1-{[5-({[Tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-yl]methyl}-2-methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl)methyl]biphenyl-2-carbonitrileHCID 5746076053.4%

Reaction Steps

A mixture of 4′-[(2-methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl)methyl]biphenyl-2-carbonitrile (0.6 g), 1,1′-(azodicarbonyl)dipiperidine (0.48 g), tributylphosphine (0.95 g), [5-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-yl]methanol (0.48 g) and tetrahydrofuran (50 mL) was stirred at room temperature for 4 hr. The reaction mixture was concentrated, and the residue was diluted with ethyl acetate, washed with water and then with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to give the title compound as a colorless solid (0.54 g, 49%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998968B2
Source datasetuspto-grants-2011_08
ORD IDord-d397b2b55e7b4801b5194042d32f4627
Source noteuspto-grants-2011_08