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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40253Generated: October 29, 2026

Diphenyl Ether → 8-Bromo-7-methoxy-1,6-naphthyridin-4(1H)-one

https://huagongshe.com/reaction/40253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenyl EtherHCID 7583—
Reactant5-[(3-Bromo-2-methoxy-pyridin-4-ylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dioneHCID 67317593—
SolventHexaneHCID 8058—
Product8-Bromo-7-methoxy-1,6-naphthyridin-4(1H)-oneHCID 67318531—

Reaction Conditions

Temperature250 °C

Reaction Steps

A two neck round bottomed flask equipped with an air condenser was charged with 5-[(3-Bromo-2-methoxy-pyridin-4-ylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione (23 g, 64 mmol) and diphenyl ether (230 mL). The reaction mixture was heated at 250° C. for 30 min under nitrogen atmosphere after which it was cooled to RT, diluted with hexane and filtered to obtain a dark solid. The crude product was refluxed in hexane for 30 min and filtered to obtained 8-Bromo-7-methoxy-1H-[1,6]naphthyridin-4-one as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524900B2
Source datasetuspto-grants-2013_09
ORD IDord-adf9a558e4ab4e8da6cde6b85ce7e605
Source noteuspto-grants-2013_09