Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Difluorohydroxyborane | HCID 139635 | — |
| Reactant | 7-Chloro-6-fluoro-1,4-dihydro-1-(methylamino)-4-oxoquinoline-3-carboxylic acid | HCID 3021291 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Amifloxacin | HCID 55492 | — |
| Product | Difluorohydroxyborane | HCID 139635 | — |
Reaction Steps
A mixture of 6.87 g of 4-methyl-piperazine and 7.26 g of an anhydride of 6-fluoro-7-chloro-1-methylamino-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid and difluoroboric acid formed with 36 ml of dimethyl sulfoxide is stirred at 110° C. for 3 hours. As the reaction proceeds yellow crystals precipitate gradually from the reaction mixture. The anhydride of 6-fluoro-1-methylamino-7-(4-methyl-piperazino)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid and difluoroboric acid thus formed is hydrolyzed without isolation from the reaction mixture as follows:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04871849 |
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| Source dataset | uspto-grants-1989_10 |
|---|
| ORD ID | ord-1fe07ee62a794b34af40551accaf7279 |
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| Source note | uspto-grants-1989_10 |
|---|
