Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478279Generated: October 26, 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/478279

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 1800095853.2%

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 as in Example 5A to provide 1.8 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642222B2
Source datasetuspto-grants-2003_11
ORD IDord-3606d4430afc479fbcc728566a6c00bd
Source noteuspto-grants-2003_11