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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533140Generated: October 29, 2026

Ammonia → 2-Methoxy-7,8-dihydro-1,6-naphthyridin-5(6H)-one

https://huagongshe.com/reaction/533140

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantHCID 68008857HCID 68008857—
SolventMethanolHCID 887—
Product2-Methoxy-7,8-dihydro-1,6-naphthyridin-5(6H)-oneHCID 6800813163%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 6-methoxy-2-vinyl-nicotinic acid methyl ester (130 g, 674 mmol) in 7M solution of NH3 in MeOH (500 mL) was added to a sealed vessel. The mixture was stirred at 100° C. for 24 h. The solvent was evaporated in vacuo. The crude product was diluted with MeOH and the mixture was stirred at rt. The solid was filtered and dried in vacuo to yield 2-methoxy-7,8-dihydro-1,6-naphthyridin-5(6H)-one (75 g, 63%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853237B2
Source datasetuspto-grants-2014_10
ORD IDord-a87d521c609c4bfcb995e33be38945b5
Source noteuspto-grants-2014_10