Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1718502Generated: November 2, 2026

Pyridine → 4'-{[1-(2,2-Dimethyl-2,3-dihydro-1-benzofuran-5-yl)-2-methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl]methyl}-3'-fluorobiphenyl-2-carbonitrile

https://huagongshe.com/reaction/1718502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTriethylamineHCID 8471—
Reactant(2,2-Dimethyl-2,3-dihydro-1-benzofuran-5-yl)boronic acidHCID 23005350—
Reactant3'-Fluoro-4'-[(2-methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl)methyl]biphenyl-2-carbonitrileHCID 136026943—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product4'-{[1-(2,2-Dimethyl-2,3-dihydro-1-benzofuran-5-yl)-2-methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl]methyl}-3'-fluorobiphenyl-2-carbonitrileHCID 5746038270.2%

Reaction Steps

A mixture of 3′-fluoro-4′-[(2-methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl)methyl]biphenyl-2-carbonitrile (0.72 g), (2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)boronic acid (0.77 g), copper(II) acetate (0.73 g), pyridine (0.81 mL), triethylamine (1.4 mL), molecular sieves 4 A (1.5 g) and dichloromethane (10 mL) was stirred for 16 hr. The reaction mixture was diluted with ethyl acetate, and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound (0.71 g, 70%) as a pale-yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803940B2
Source datasetuspto-grants-2010_09
ORD IDord-03cf145749a5443eb27d7bed7c81c05f
Source noteuspto-grants-2010_09