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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1889418Generated: October 30, 2026

Pyridine → HCID 59351604, compound

https://huagongshe.com/reaction/1889418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTriethylamineHCID 8471—
Reactant(2,2-Dimethyl-2,3-dihydro-1-benzofuran-5-yl)boronic acidHCID 23005350—
Reactant4'-[(6-ethyl-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl)methyl]-3'-fluorobiphenyl-2-carbonitrileHCID 59351568—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 59351604HCID 5935160479.4%

Reaction Steps

To a suspension (20 mL) of 4′-[(6-ethyl-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl)methyl]-3′-fluorobiphenyl-2-carbonitrile (0.5 g), (2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)boronic acid (0.47 g), triethylamine (0.86 mL), pyridine (0.48 mL) and molecular sieves 4A (1 g) in dichloromethane was added copper(II) acetate (0.45 g) and the mixture was stirred for 2 days. 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 pale-yellow solid (0.54 g, 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501750B2
Source datasetuspto-grants-2013_08
ORD IDord-2f4645a1c339435c97eec53484eb159d
Source noteuspto-grants-2013_08