Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (7S)-5-Azaspiro[2.4]heptan-7-amine--hydrogen chloride (1/2) | HCID 23539486 | — |
| Reactant | HCID 86589737 | HCID 86589737 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 86589738 | HCID 86589738 | 91% |
Reaction Steps
(7S)-7-Amino-5-azaspiro[2.4]heptane dihydrochloride (615 mg; 3.32 mmol) and triethylamine (1.40 ml) in dimethylsulfoxide (5 ml) was stirred for 20 minutes at room temperature. 6,7-Difluoro-1-[(1R, 2S)-2-fluoro-1-cyclopropyl]-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid difluoroboron chelate (1.00 g; 2.77 mmol) was added thereto, and the resultant mixture was stirred for 20 hours at room temperature. The reaction mixture was concentrated under reduced pressure, and purified water (50 ml) was added thereto. The pH of the resultant mixture was adjusted to 7.0 with aqueous 1N NaOH solution, and the aqueous layer of the mixture was taken up with chloroform (100 ml×5). The organic layer was dried over sodium sulfate, and the solvent was evaporated. The residue was purified through recrystallization from ethanol, to thereby yield 1.14 g of the title compound as pale yellow crystals (yield: 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06900225B2 |
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| Source dataset | uspto-grants-2005_05 |
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| ORD ID | ord-ff2fbb58fdb54fef87387c976916a619 |
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| Source note | uspto-grants-2005_05 |
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