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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 987385Generated: October 30, 2026

2H-pyran-3,5(4H,6H)-dione → methyl 4-(3-iodo-4-methylphenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate

https://huagongshe.com/reaction/987385

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2H-pyran-3,5(4H,6H)-dioneHCID 325287—
ReactantMethyl 3-aminocrotonateHCID 643918—
Reactant3-Iodo-4-methylbenzaldehydeHCID 12330254—
SolventMethanolHCID 887—
Productmethyl 4-(3-iodo-4-methylphenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylateHCID 1800100345.5%

Reaction Steps

The product from Example 1C (0.34 g, 3.0 mmol), the product from Example 3A (0.74 g, 3.0 mmol) and methyl 3-aminocrotonate (0.35 g, 3.0 mmol) in methanol (8 mL) were heated to 80° C. in a sealed tube for 60 hours. After cooling to ambient temperature, the mixture was filtered and the filter cake washed with methanol and dried to provide the title compound (0.60 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06632418B2
Source datasetuspto-grants-2003_10
ORD IDord-42be9a9624214975863e00402913c28e
Source noteuspto-grants-2003_10