HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethylpiperazine → 1-Cyclopropyl-8-(4-ethyl-1-piperazinyl)-7-fluoro-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethylpiperazine | HCID 79196 | — |
| Reactant | 8-Chloro-1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid | HCID 14700556 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 1-Cyclopropyl-8-(4-ethyl-1-piperazinyl)-7-fluoro-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid | HCID 14700576 | 27.2% |
Reaction Steps
1-Cyclopropyl-8-(4-ethyl-1-piperazinyl)-7-fluoro-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid is prepared under the conditions of Example 5 but starting from 2 g of 8-chloro-1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid and 2.74 g of 1-ethylpiperazine in 20 cm3 of pyridine. The pure product is isolated after a first recrystallization from 105 cm3 of ethanol containing 25% of dimethylformamide followed by a second recrystallization from 75 cm3 of ethanol containing 50% of dimethylformamide. 0.67 g of 1-cyclopropyl-8-(4-ethyl-1-piperazinyl)-7-fluoro-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid is obtained in the form of a yellow-green solid melting at 254° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05004745 |
| Source dataset | uspto-grants-1991_04 |
| ORD ID | ord-1923743500ea423b9e2b77630b0115d5 |
| Source note | uspto-grants-1991_04 |