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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1718531Generated: November 2, 2026

4-Isopropoxybenzeneboronic acid → 4'-{[2-ethoxy-5-(4-isopropoxyphenyl)-4-methyl-6-oxopyrimidin-1(6H)-yl]methyl}biphenyl-2-carbonitrile

https://huagongshe.com/reaction/1718531

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Isopropoxybenzeneboronic acidHCID 3698726—
Reactant4'-[(5-bromo-2-ethoxy-4-methyl-6-oxopyrimidin-1(6H)-yl)methyl]biphenyl-2-carbonitrileHCID 57460099—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventEthyl AcetateHCID 8857—
SolventCesium carbonateHCID 10796—
Solvent1,4-DioxaneHCID 31275—
Product4'-{[2-ethoxy-5-(4-isopropoxyphenyl)-4-methyl-6-oxopyrimidin-1(6H)-yl]methyl}biphenyl-2-carbonitrileHCID 5746042394%

Reaction Steps

4′-[(5-Bromo-2-ethoxy-4-methyl-6-oxopyrimidin-1(6H)-yl)methyl]biphenyl-2-carbonitrile (0.50 g), 4-isopropoxyphenylboronic acid (0.32 g) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (0.050 g) were dissolved in 2 M aqueous cesium carbonate solution (2 mL) and 1,4-dioxane (10 mL), and the mixture was stirred at 90° C. overnight under an argon atmosphere. The reaction mixture was diluted with ethyl acetate, and the insoluble material was filtered off through celite. The filtrate was washed 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 (0.53 g, 94%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803940B2
Source datasetuspto-grants-2010_09
ORD IDord-54b5962788854a029ebe718d35418418
Source noteuspto-grants-2010_09