HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chloro-4-fluorobenzaldehyde | HCID 593866 | — |
| Reactant | 1-Benzylpiperidine-3,5-dione | HCID 11138174 | — |
| Reactant | 3-Aminocyclopent-2-en-1-one | HCID 12291440 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-benzyl-5-(3-chloro-4-fluorophenyl)-2,3,5,7,8,9-hexahydro-1H-cyclopenta[b][1,7]naphthyridine-4,6-dione | HCID 18000958 | 53.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642222B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-3606d4430afc479fbcc728566a6c00bd |
| Source note | uspto-grants-2003_11 |