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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533148Generated: October 29, 2026

Dichloromethane → 6-(3-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one

https://huagongshe.com/reaction/533148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant3-Fluorophenylboronic acidHCID 2733986—
Reactant2-((3-fluorobenzyl)oxy)-7,8-dihydro-1,6-naphthyridin-5(6H)-oneHCID 57405264—
CatalystCupric acetateHCID 8895—
SolventTriethylamineHCID 8471—
Product6-(3-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-oneHCID 86667503—

Reaction Steps

2-((3-fluorobenzyl)oxy)-7,8-dihydro-1,6-naphthyridin-5(6H)-one (30 mg, 0.11 mmol) was dissolved into DCM (2 mL) and treated with 3-fluorophenylboronic acid (30 mg, 0.22 mmol), Cu(OAc)2 (22 mg, 0.13 mmol), and triethylamine (50 μL). The reaction was stirred for 2 days at RT and concentrated to an oil and purified by RP-HPLC (10-90% gradient CH3CN in water with 0.1% TFA modifier) to give the compound, 24(3-fluorobenzyl)oxy)-6-(3-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one. LC-MS (M+H)=367.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853237B2
Source datasetuspto-grants-2014_10
ORD IDord-e90650fda1bd45efaa3dbc806dce30bc
Source noteuspto-grants-2014_10