HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-Fluorophenyl)piperazine → 1-(2,4-Difluorophenyl)-7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4-Fluorophenyl)piperazine | HCID 75260 | — |
| Reactant | 7,8-Difluoro-1-(2,4-difluorophenyl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid | HCID 18549175 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(2,4-Difluorophenyl)-7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid | HCID 9937382 | 63.9% |
Reaction Steps
1-(2,4-Difluorophenyl)-7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid was prepared under the conditions of Example 1, but from 1.55 g of 7,8-difluoro-1-(2,4-difluorophenyl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid and 1.58 g of 4-(4-fluorophenyl)piperazine in 15 cm3 of dimethyl sulphoxide. After recrystallizing once from 55 cm3 of dimethylformamide, 1.4 g of 1-(2,4-difluorophenyl)-7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid were obtained in the form of a yellow solid melting at about 322° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06548506B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-3832715426d94c468b1d27e025fa5def |
| Source note | uspto-grants-2003_04 |