HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → (RS)-7-fluoro-1-methyl-4-oxo-8-(3-phenyl-1-piperazinyl)-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 2-Phenylpiperazine | HCID 250673 | — |
| Edukt | 8-Chloro-7-fluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid | HCID 14700554 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | (RS)-7-fluoro-1-methyl-4-oxo-8-(3-phenyl-1-piperazinyl)-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid | HCID 9889025 | 35,5% |
Reaktionsbedingungen
| Temperatur | 115 °C |
|---|
Reaktionsschritte
A suspension of 8-chloro-7-fluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid (1.84 g) in pyridine (20 cc), (RS)-2-phenylpiperazine (5.83 g) and triethylamine (1.24 g) is heated to a temperature in the region of 115° C. for 5 hours. After cooling to approximately 20° C., the precipitate formed is drained and washed with pyridine (2×5 cc), isopropyl alcohol (2×5 cc), ethanol (2×5 cc) and ethyl ether (1×20 cc). After 1 recrystallization in a mixture of dimethylformamide (40 cc) and ethanol (40 cc), (RS)-7-fluoro-1-methyl-4-oxo-8-(3-phenyl-1-piperazinyl)-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid (0.920 g) is obtained in the form of a yellow solid, m.p. 265° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05053509 |
| Quelldatensatz | uspto-grants-1991_10 |
| ORD ID | ord-da4a0a6f37b1432da53cb69c5b8b0d02 |
| Quellennotiz | uspto-grants-1991_10 |