Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylate | HCID 4142526 | — |
| Reactant | HCID 67598478 | HCID 67598478 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67598404 | HCID 67598404 | 181% |
Reaction Steps
In 3 ml of acetonitrile were dissolved 100 mg of 1-(4-amino-4,6-difluorophenyl)-8-chloro-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 104 mg of 3-t-butoxycarbonyl-3,7-diazabicyclo[3.3.0]octane, and 150 mg of triethylamine. The solution was stirred at 80° C. for 3 hours. The solvent was distilled off in vacua. The residue was extracted with 30 ml of chloroform. The organic layer was washed with 20 ml of 3% citric acid aqueous solution, dried, and then distilled. The residue was dissolved in 20 ml of dichloromethane, combined with 5 ml of 4N hydrochloric acid/dioxane, and stirred at room temperature for 2 hours. The solvent was distilled off in vacua. The residue was solidified with isopropyl ether and collected by filtration to give 120 mg of the title compound as a pale yellow powder.
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-da9233ca3c35409b9d2b780a0e73bcb5 |
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| Source note | uspto-grants-1999_06 |
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