HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69023Generated: October 29, 2026
Sodium ethoxide → N-methyl-3-{N'-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-yloxy)propyl]-N'-(pyridin-4-ylmethyl)amino}-N-phenylpropionamide
https://huagongshe.com/reaction/69023
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 3-chloro-N-methyl-N-phenylpropanamide | HCID 3314386 | — |
| Reactant | HCID 86762689 | HCID 86762689 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-methyl-3-{N'-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-yloxy)propyl]-N'-(pyridin-4-ylmethyl)amino}-N-phenylpropionamide | HCID 86762690 | 2.3% |
Reaction Steps
Sodium ethoxide (34 mg) and 3-chloro-N-methyl-N-phenylpropionamide (148 mg) were added to a ethanol solution (5 ml) of 1-methyl-6-{3-[(pyridin-4-ylmethyl)amino]propoxy}-1H-quinolin-2-one (161 mg), and stirred at 60° C. for 8.5 hours. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:methanol=10:0→4:1). The purified product was condensed under reduced pressure to give the title compound (5.6 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822453B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-27acb1dc8180429880573ace2e0b8502 |
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| Source note | uspto-grants-2014_09 |
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