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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2062407Generated: November 1, 2026

Pyridine → 4'-({7-Butyl-4-[3-fluoro-4-(1-methylethoxy)phenyl]-5-oxo-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl}methyl)biphenyl-2-carbonitrile

https://huagongshe.com/reaction/2062407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTriethylamineHCID 8471—
Reactant3-Fluoro-4-isopropoxyphenylboronic acidHCID 16217198—
Reactant4'-[(7-Butyl-5-oxo-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl)methyl]biphenyl-2-carbonitrileHCID 135715047—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product4'-({7-Butyl-4-[3-fluoro-4-(1-methylethoxy)phenyl]-5-oxo-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl}methyl)biphenyl-2-carbonitrileHCID 6700987698%

Reaction Steps

To a suspension (15 mL) of 4′-[(7-butyl-5-oxo-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl)methyl]biphenyl-2-carbonitrile (0.5 g), [3-fluoro-4-(1-methylethoxy)phenyl]boronic acid (0.51 g), triethylamine (0.5 mL), pyridine (1 mL) and molecular sieves 4A (1 g) in dichloromethane was added copper(II) acetate (0.47 g), and the mixture was stirred for 16 hr. The reaction mixture was diluted with ethyl acetate, insoluble material was filtered off through celite, and the filtrate was concentrated. The residue was purified by silica gel column chromatography to give the title compound as a colorless solid (0.68 g, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283353B2
Source datasetuspto-grants-2012_10
ORD IDord-f5db3d6b554243948b70b866e6e75e56
Source noteuspto-grants-2012_10