HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 24752946, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | N~1~-(Pyridin-2-yl)ethane-1,2-diamine | HCID 410428 | — |
| Reactant | 5-Amino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid | HCID 14880209 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 24752946 | HCID 24752946 | 91% |
Reaction Steps
A solution of 5-amino-1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (300 mg, 1.07 mmol), N-2-pyridyl-1,2-ethanediamine (221 mg, 1.61 mmol) and triethylamine (0.224 mL, 1.61 mmol) in DMSO (5 mL) was stirred at 100° C. for 3 h. After the reaction mixture was cooled to room temperature, 10% aq. NH4Cl was added to neutralize and the suspension was stirred for 30 min. The resulting precipitate was collected by filtration in vacuo, washed with water and hot EtOH, dried to yield 5-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-[2-(2-pyridylamino)ethylamino]quinoline-3-carboxylic acid (385 mg, 91%) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063221B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-eb98291cdb714512af88ba8b75978e7d |
| Source note | uspto-grants-2011_11 |