HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 7-[3-(Acetylamino)-1-pyrrolidinyl]-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Acetamidopyrrolidine | HCID 522715 | — |
| 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 | 7-[3-(Acetylamino)-1-pyrrolidinyl]-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid | HCID 13041137 | 88.5% |
Reaction Steps
A mixture containing 7-chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid (2.7 g), triethylamine (1.01 g), 3-acetylaminopyrrolidine (2.56 g), and acetonitrile (100 ml) was heated under reflux for 2 hours. The mixture was concentrated to dryness under reduced pressure. The residue was mixed with water, neutralized with acetic acid, and cooled. The precipitate was collected, washed successively with water and ethanol, and dried to give 3.2 g of 7-(3-acetylamino-1-pyrrolidinyl)-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid, m.p. 283°-284° C., on recrystallization from dimethylformamide-ethanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04341784 |
| Source dataset | uspto-grants-1982_07 |
| ORD ID | ord-0ba1eeedd9b940339497cb5e53dcbe98 |
| Source note | uspto-grants-1982_07 |