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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 987389Generated: October 27, 2026

2H-pyran-3,5(4H,6H)-dione → methyl 2-ethyl-4-(4-fluoro-3-iodophenyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridin-3-carboxylate

https://huagongshe.com/reaction/987389

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2H-pyran-3,5(4H,6H)-dioneHCID 325287—
Reactant4-Fluoro-3-iodobenzaldehydeHCID 10308073—
ReactantMethyl 3-aminopent-2-enoateHCID 57860398—
SolventEthanolHCID 702—
Productmethyl 2-ethyl-4-(4-fluoro-3-iodophenyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridin-3-carboxylateHCID 18008672—

Reaction Conditions

Temperature80 °C

Reaction Steps

The product from Example 11A (1.4 g, 11 mmol), the product from Example 2C (2.9 g, 11 mmol) and the product from Example 1C (1.0 g, 8.8 mmol) were taken up in ethanol (15 mL), heated at 80° C. for 24 hours, stirred at ambient temperature for 36 hours and concentrated. The residue was purified by chromatography on silica gel eluting with 2% methanol in dichloromethane to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06632418B2
Source datasetuspto-grants-2003_10
ORD IDord-7fd4d66b75c749cc984ba1917b51755d
Source noteuspto-grants-2003_10