HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749227Generated: October 30, 2026
3,4-dihydro-2H-pyran → 8-(Benzyloxy)-5-[(1R)-2-bromo-1-(tetrahydro-2H-pyran-2-yloxy)ethyl]quinolin-2(1H)-one
https://huagongshe.com/reaction/749227
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | 5-((1R)-2-bromo-1-hydroxyethyl)-8-phenylmethoxy-1H-quinolin-2-one | HCID 11530884 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 8-(Benzyloxy)-5-[(1R)-2-bromo-1-(tetrahydro-2H-pyran-2-yloxy)ethyl]quinolin-2(1H)-one | HCID 11583396 | — |
Reaction Steps
A suspension of 8-(benzyloxy)-5-[(1R)-2-bromo-1-hydroxyethyl]quinolin-2(1H)-one (100 mg) and pyridinium tosylate (14 mg) in dry DCM (2 ml) was treated with 2,3-dihydropyran (61.2 μl) and stirred at 22° C. for 18 h. The reaction mixture was concentrated in vacuo and purified by chromatography (Hexane-EtOAc 2:1, biotage) to give the title compound (77 mg). Rf [EtOAc-Hexane (1:1)] 0.54
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07402598B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-89c5820dca914474a8f68d9bad107114 |
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| Source note | uspto-grants-2008_07 |
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