HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-Cyclopropyl-7-[3,7-diazabicyclo[3.3.0]oct-1(5)-en-3-yl]-6,8-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | HCID 535414 | — |
| Reactant | 1,2,3,4,5,6-Hexahydropyrrolo[3,4-c]pyrrole dihydrobromide | HCID 23282849 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-Cyclopropyl-7-[3,7-diazabicyclo[3.3.0]oct-1(5)-en-3-yl]-6,8-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid | HCID 9864305 | 85.8% |
Reaction Steps
The suspension of 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (14.7 g), 3,7-diazabicyclo[3.3.0] oct-1(5)-ene dihydrobromide (14.1 g) and diisopropyl-ethylamine (45 ml) in acetonitrile (1 l) was refluxed for 5 hours. The reaction mixture was cooled to room temperature and the produced precipitate was filtered and then washed with acetonitrile (200 ml) and water (200 ml) successively. Vacuum drying gave the title compound (16.6 g, yield 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05091384 |
| Source dataset | uspto-grants-1992_02 |
| ORD ID | ord-9649c3b11bc142849af6c545573dfaaa |
| Source note | uspto-grants-1992_02 |