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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1349474Generated: October 30, 2026

Ethanol → 3-Benzyloxy-5-bromo-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamide

https://huagongshe.com/reaction/1349474

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAminoacetaldehyde dimethyl acetalHCID 89728—
Reactant3-benzyloxy-5-bromo-4-oxo-4H-pyran-2-carboxylic acid 3-chlorobenzylamideHCID 58859134—
SolventTetrahydrofuranHCID 8028—
Product3-Benzyloxy-5-bromo-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamideHCID 58859131—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 3-benzyloxy-5-bromo-4-oxo-4H-pyran-2-carboxylic acid 3-chlorobenzylamide (1.50 g) in tetrahydrofuran (10 ml)-ethanol (10 ml) was added aminoacetaldehyde dimethyl acetal (0.73 ml) and the mixture was stirred at 60° C. for 1 hr. The solvent was evaporated and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:3–1:2) to give 3-benzyloxy-5-bromo-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamide (1.35 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07211572B2
Source datasetuspto-grants-2007_05
ORD IDord-b55b4b3ce26146ed803e5c1f822833b6
Source noteuspto-grants-2007_05