HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,7-Diaza-spiro[4.4]nonane → 1-Ethyl-6-fluoro-1,4-dihydro-7-(2,7-diazaspiro[4.4]non-2-yl)-4-oxo-1,8-naphthyridine-3-carboxylic acid Hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,7-Diaza-spiro[4.4]nonane | HCID 12691883 | — |
| Reactant | 7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid | HCID 12790859 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-Ethyl-6-fluoro-1,4-dihydro-7-(2,7-diazaspiro[4.4]non-2-yl)-4-oxo-1,8-naphthyridine-3-carboxylic acid Hydrochloride | HCID 13772729 | 33.4% |
Reaction Steps
A suspension of of 1.10 g (4.00 mmol) 1-ethyl-6-fluoro-7-chloro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid in 40 ml acetonitrile was treated with 1.10 g (8.7 mmol) 2,7-diazaspiro[4.4]nonane and the mixture was stirred at room temperature 4.5 hours. A crude solid was filtered, stirred with 10 ml water, filtered, dissolved in 100 ml 6M ammonium hydroxide and lyophilized to afford 0.53 g of solid. This was dissolved in dilute hydrochloric acid, filtered, lyophilized and crystallized from ethanol-water to give 0.26 g of the title compound, mp>300° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04665079 |
| Source dataset | uspto-grants-1987_05 |
| ORD ID | ord-5fc27f3c0c8646fb9965dd83f6bce7d4 |
| Source note | uspto-grants-1987_05 |