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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042769Generated: October 31, 2026

Ammonium formate → 7-Methoxy-1H-1,6-naphthyridin-4-one

https://huagongshe.com/reaction/1042769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant8-Bromo-7-methoxy-1,6-naphthyridin-4(1H)-oneHCID 67318531—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product7-Methoxy-1H-1,6-naphthyridin-4-oneHCID 53487122—

Reaction Steps

8-Bromo-7-methoxy-1H-[1.6]naphthyridin-4-one (12 g, 33.5 mmol) was dissolved in anhydrous methanol (240 mL) and 10% Dry Pd/C (2.4 g) was added carefully in portions. This was followed by portionwise addition of ammonium formate (24 g) which caused an exotherm. The reaction mixture was heated to reflux for 1 h. The reaction mixture was cooled to RT, filtered through Celite, and washed with hot MeOH. The filtrate was concentrated and the residue purified by column chromatography on silica gel (230-400 mesh) eluting with ethyl acetate-methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557816B2
Source datasetuspto-grants-2013_10
ORD IDord-47830145e1624e018091b6550beca0a5
Source noteuspto-grants-2013_10