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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 635990Generated: October 25, 2026

3-Chloro-4-fluorobenzaldehyde → 2-benzyl-5-(3-chloro-4-fluorophenyl)-2,3,5,7,8,9-hexahydro-1H-cyclopenta[b][1,7]naphthyridine-4,6-dione

https://huagongshe.com/reaction/635990

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-fluorobenzaldehydeHCID 593866—
Reactant1-Benzylpiperidine-3,5-dioneHCID 11138174—
Reactant3-Aminocyclopent-2-en-1-oneHCID 12291440—
SolventEthanolHCID 702—
Product2-benzyl-5-(3-chloro-4-fluorophenyl)-2,3,5,7,8,9-hexahydro-1H-cyclopenta[b][1,7]naphthyridine-4,6-dioneHCID 18000958—

Reaction Steps

A mixture of 3-amino-2-cyclopenten-1-one (Kikani, B. B., Synthesis, (1991), 2, 176) (0.78 g, 8 mmol), 3-chloro-4-fluorobenzaldehyde (1.12 g, 8 mmol), and N-benzylpiperidine-3,5-dione (Ziegler, J. Amer. Chem. Soc. (1973), 95, 7458-7464) (1.78 g, 8 mmol) in ethanol (8 mL) was processed in Example 5A to provide 1.8 of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06191140B1
Source datasetuspto-grants-2001_02
ORD IDord-0dc8a83154ae444aae8712d7019c5b69
Source noteuspto-grants-2001_02