Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Amino-1-cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid | HCID 10566894 | — |
| Reactant | HCID 22118661 | HCID 22118661 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 59002865 | HCID 59002865 | 62% |
Reaction Steps
A mixture of 5-amino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (400 mg, 1.44 mmol), N-methyl-N′-(2-pyridyl)-1,2-ethanediamine (326 mg, 2.16 mmol) and triethylamine (0.300 mL, 2.15 mmol) in anhydrous DMSO (6 mL) was stirred at 100° C. for 3 h. Triethylamine (0.300 mL, 2.15 mmol) was added and the mixture was stirred at 100° C. for 3 h. After cooling, the reaction mixture was poured into ice-water (50 mL), the resulting precipitate was collected by filtration, washed with water and dried to give 5-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[methyl[2-(2-pyridylamino)ethyl]amino]-4-oxoquinoline-3-carboxylic acid (392 mg, 62%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08063221B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-c342235f83644e6380f10c052028d4fa |
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| Source note | uspto-grants-2011_11 |
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