Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropyl Ether | HCID 7914 | — |
| Reactant | 4-Hydroxypyrrolidine | HCID 98210 | — |
| Reactant | 1-(3-Amino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid | HCID 11089970 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Diisopropyl Ether | HCID 7914 | — |
| Product | 1-(3-Amino-4,6-difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-hydroxypyrrolidin-1-yl)-4-oxo-1,8-naphthyridine-3-carboxylic acid | HCID 54250898 | — |
Reaction Steps
To 550 mg of N,N-dimethylformamide were added 150 mg of 1-(3-amino-4,6-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid, 100 mg of 3-hydroxypyrrolidine, and 100 mg of triethylamine. The solution was stirred at 70° C. for 30 minutes. The reaction solution was combined with 8 ml of diisopropyl ether, stirred, and allowed to stand. The supernatant was removed by decantation. To the remainder was added 2 ml of ethanol. The precipitate was collected by filtration and washed with ethanol and then with diisopropyl ether to give 156 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05910498 |
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| Source dataset | uspto-grants-1999_06 |
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| ORD ID | ord-6566febd02394987a82f9a7e0a2de1a9 |
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| Source note | uspto-grants-1999_06 |
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