HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 24754258, 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 | HCID 59002961 | HCID 59002961 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 24754258 | HCID 24754258 | 60% |
Reaction Steps
A solution of 5-amino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-isopropoxy-4-oxoquinoline-3-carboxylic acid (100 mg, 0.296 mmol), N-2-pyridyl-1,2-ethanediamine (60.9 mg, 0.444 mmol) and triethylamine (0.0619 mL, 0.444 mmol) in DMSO (3 mL) was stirred at 100° C. for 8 h. After the reaction mixture was poured into ice-water, NH4Cl was added and stirred for 30 min. The resulting precipitate was collected by filtration in vacuo and washed with water. The crude product was purified by preparative thin layer chromatography (Hexane:EtOAc 1:4) to yield 5-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-8-isopropoxy-4-oxo-7-[2-(2-pyridylamino)ethylamino]quinoline-3-carboxylic acid (80.6 mg, 60%) as a pale yellow amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063221B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-e385721bd13c46c696ae4fdcd5ec00c0 |
| Source note | uspto-grants-2011_11 |