HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59002902, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | HCID 59002828 | HCID 59002828 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 59002902 | HCID 59002902 | 67% |
Reaction Steps
A solution of ethyl 1-cyclopropyl-5,6,8-trifluoro-1,4-dihydro-4-oxo-7-[(2-pyridylamino)ethylamino]quinoline-2-carboxylate (705 mg, 1.58 mmol) and triethylamine (0.66 mL, 4.74 mmol) and 4-methoxybenzylamine (0.600 mL, 4.62 mmol) in DMSO (15 mL) was stirred at 100° C. for 18 h. The reaction mixture was poured into water, and then extracted with EtOAc. The organic layer washed with water and brine, and dried over anhyd. Na2SO4 followed by the removal of EtOAc. The crude product was purified by column chromatography (Hexane:EtOAc 1:1) to yield ethyl 1-cyclopropyl-6,8-difluoro-1,4-dihydro-5-(4-methoxybenzylamino)-4-oxo-7-[2-(2-pyridylamino)ethylamino]quinoline-2-carboxylate (597 mg, 67%) as a orange amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063221B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-f9acca289ed0499e9fadeb4dfd0c8015 |
| Source note | uspto-grants-2011_11 |