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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385489Generated: October 29, 2026

Trifluoroacetic acid → (7-methoxy-2-oxo-1,5-naphthyridin-1(2H)-yl)acetaldehyde

https://huagongshe.com/reaction/385489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1-(1,3-dioxolan-2-ylmethyl)-7-methoxy-1,5-naphthyridin-2(1H)-oneHCID 57815207—
Product(7-methoxy-2-oxo-1,5-naphthyridin-1(2H)-yl)acetaldehydeHCID 57815194120.2%

Reaction Conditions

Temperature65 °C

Reaction Steps

To 0.11 g of 1-(1,3-dioxolan-2-ylmethyl)-7-methoxy-1,5-naphthyridin-2(1H)-one, 6.0 mL of an 80% aqueous trifluoroacetic acid solution was added, and the mixture was stirred at 60 to 70° C. for 1 hour. Thereto was added 4.0 mL of an 80% aqueous trifluoroacetic acid solution, and the mixture was stirred at 60 to 70° C. for 1 hour. The reaction mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. The resultant residue was charged with ethyl acetate and water and adjusted to pH 7.0 with a 1 mol/L aqueous sodium hydroxide solution. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined and the resultant solution was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 0.11 g of (7-methoxy-2-oxo-1,5-naphthyridin-1(2H)-yl)acetaldehyde as a light brown foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367831B2
Source datasetuspto-grants-2013_02
ORD IDord-1c726d698e5745629b4ba4c1fe6d355b
Source noteuspto-grants-2013_02