HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → 7-[3,7-Diazabicyclo [3.3.0]oct-1(5)-en-3-yl]-6,8-difluoro-1-(4-fluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 1-(4-Fluorophenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid | HCID 13728330 | — |
| Reactant | 1,2,3,4,5,6-Hexahydropyrrolo[3,4-c]pyrrole dihydrobromide | HCID 23282849 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-[3,7-Diazabicyclo [3.3.0]oct-1(5)-en-3-yl]-6,8-difluoro-1-(4-fluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid | HCID 53960127 | 67% |
Reaction Steps
1-(4-Fluorophenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (0.33 g), 3,7-diazabicyclo[3.3.0] oct-1(5)-ene dihydrobromide (0.27 g) and 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU, 1 ml) were dissolved in acetonitrile (10 ml) and refluxed for 4 hours. The reaction mixture was kept overnight at room temperature and the produced precipitate was filtered, washed with acetonitrile, methanol to give the title compound (0.28 g, yield 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05091384 |
| Source dataset | uspto-grants-1992_02 |
| ORD ID | ord-70256878ca214818b55261bc29b5c118 |
| Source note | uspto-grants-1992_02 |