HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-Fluoro-1-(2,4-difluorophenyl)1,4-dihydro4-oxo-7-(5-benyl-2,5-diazabicyclo(2.2.1)-hept-2-yl)-quinoline-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-(2,4-difluorophenyl)-6-fluoro-7-chloro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid | HCID 11484989 | — |
| Reactant | 2-Benzyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide | HCID 16637464 | — |
| Reactant | HCID 178506430 | HCID 178506430 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 6-Fluoro-1-(2,4-difluorophenyl)1,4-dihydro4-oxo-7-(5-benyl-2,5-diazabicyclo(2.2.1)-hept-2-yl)-quinoline-3-carboxylic acid | HCID 14014829 | 39% |
Reaction Steps
Analogous to example 6 but utilizing 5.56 g (13.85 m Mol) of the mixed anhydride of 7-chloro-6-fluoro-1-(2,4-difluorophenyl)1,4-dihydro-4-oxoquinoline-3-carboxylic acid and difluoroboronic acid, 5.82 g (16.62 m Mol) 2-benzyl-2,5-diazabicyclo(2.2.1)heptane dihydrobromide and 11.58 ml (83 m Mol)triethylamine in 50 ml dry DMSO yielded 2.73 g (39%) of the product, mp 233° C.-238° C. dec.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05045549 |
| Source dataset | uspto-grants-1991_09 |
| ORD ID | ord-29cd10e371fc4cc594d944101c602c84 |
| Source note | uspto-grants-1991_09 |