HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40637Generated: October 26, 2026
Ethanol → 5-[2-Hydroxy-3-(9-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl)-propoxy]-3,4-dihydro-1H-quinolin-2-one
https://huagongshe.com/reaction/40637
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 12899425 | HCID 12899425 | — |
| Reactant | Z-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene | HCID 59686818 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-[2-Hydroxy-3-(9-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl)-propoxy]-3,4-dihydro-1H-quinolin-2-one | HCID 69233811 | — |
Reaction Steps
(S)-5-Oxiranylmethoxy-3,4-dihydro-1H-quinolin-2-one (25 mg, 0.114 mmol) and Z-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene (30 mg, 0.114 mmol) were placed in a μW tube with ethanol (2 ml), CH2Cl2 (2 mL), DIPEA (100 μL, 0.576 mmol) and heated to 95° C. for 900 sec. The solvent was evaporated from the reaction mixture and the residue was purified via flash chromatography (gradient 10% to 100% Ethyl acetate/heptane) to yield the title compound as a residue.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08530475B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-e36201a9540e4a698b56f21ca4f639ad |
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| Source note | uspto-grants-2013_09 |
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