Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478300Generated: October 26, 2026

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

https://huagongshe.com/reaction/478300

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2H-pyran-3,5(4H,6H)-dioneHCID 325287—
Reactant3,4-DibromobenzaldehydeHCID 622053—
ReactantMethyl 3-aminocrotonateHCID 643918—
SolventEthanolHCID 702—
Productmethyl 4-(3,4-dibromophenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylateHCID 1800100065.6%

Reaction Steps

The product from Example 11B (0.17 g, 1.5 mmol), the product from 3,4-dibromobenzaldehyde (0.53 g, 2.0 mmol) and methyl 3-aminocrotonate (0.15 g, 1.3 mmol) in ethanol (8 mL) were heated at 80° C. in a sealed tube for 60 hours and then cooled to ambient temperature. The mixture was filtered and the filter cake was washed with ethanol and dried to provide the title compound (0.39 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642222B2
Source datasetuspto-grants-2003_11
ORD IDord-08abae15238d4a958673daa9e80be9a5
Source noteuspto-grants-2003_11