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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951414Generated: November 5, 2026

Methanol → 4-(3-Acetyl-5-ethoxy-2-methyl-1,4-dihydro-1,6-naphthyridin-4-yl)-3-ethylbenzonitrile

https://huagongshe.com/reaction/1951414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethyloxonium tetrafluoroborateHCID 2723982—
Reactant4-(3-Acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)-3-ethylbenzonitrileHCID 59603019—
SolventDichloromethaneHCID 6344—
Product4-(3-Acetyl-5-ethoxy-2-methyl-1,4-dihydro-1,6-naphthyridin-4-yl)-3-ethylbenzonitrileHCID 59603018—

Reaction Steps

275 mg (0.82 mmol) of 4-(3-acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)-3-ethylbenzonitrile are suspended under an argon atmosphere in dichloromethane (10 ml), 313 mg (1.65 mmol) of triethyloxonium tetrafluoroborate are added, and the mixture is stirred at RT for 12 h. The reaction mixture is then mixed with methanol and concentrated. The residue is purified by preparative HPLC to result in 152 mg (50% of theory) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404709B2
Source datasetuspto-grants-2013_03
ORD IDord-d60b9e44d1be47af865943282a68a44c
Source noteuspto-grants-2013_03