Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 7,8-Difluoro-1-methoxy-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid | HCID 14853343 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 14853344 | HCID 14853344 | 46.9% |
Reaction Steps
A suspension of 0.93 g of 7,8-difluoro-1-methoxy-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine- 3-carboxylic acid in 0.6 g of 1-methylpiperazine and 20 cm3 of dimethyl sulphoxide is heated at a temperature close to 80° C. for 5 minutes. After cooling to about 20° C., the reaction mixture is poured into 30 cm3 of water, 1.5 cm3 of 2N methanesulphonic acid are added and the product is drained and washed with 3 times 5 cm3 of water. After recrystallizing from 30 cm3 of dimethylformamide containing 30% of ethanol, 0.55 g of 7-fluoro-1-methoxy-8-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid is obtained in the form of a brown solid melting at 270° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04990515 |
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| Source dataset | uspto-grants-1991_02 |
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| ORD ID | ord-0b5b2fc57dd443ebb85b8a412c81c3ee |
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| Source note | uspto-grants-1991_02 |
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