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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478314Generated: October 26, 2026

3-Bromo-4-fluorobenzaldehyde → ethyl 4-(3-bromo-4-fluorophenyl)-5-oxo-2-propyl-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate

https://huagongshe.com/reaction/478314

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Bromo-4-fluorobenzaldehydeHCID 173604—
Reactant2H-pyran-3,5(4H,6H)-dioneHCID 325287—
Reactantethyl (2E)-3-amino-2-hexenoateHCID 10986503—
SolventEthanolHCID 702—
Productethyl 4-(3-bromo-4-fluorophenyl)-5-oxo-2-propyl-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylateHCID 1800099788.2%

Reaction Steps

The product from Example 95A (0.083 g, 0.52 mmol), the product from Example 11B (0.050 g, 0.44 mmol) and 3-bromo-4-fluorobenzaldehyde (0.116 g, 0.57 mmol) in ethanol (1 mL) were heated to 80 C. for 16 hours in a sealed tube, cooled to ambient temperature and concentrated to dryness. The residue was purified on silica gel eluting with 2% methanol in dichloromethane to provide the title compound (0.17 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642222B2
Source datasetuspto-grants-2003_11
ORD IDord-53a2bef521b4435aa8bc35dcf5e41010
Source noteuspto-grants-2003_11