HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626302Generated: October 30, 2026
Sodium Azide → (R)-2-(1-azidoethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one
https://huagongshe.com/reaction/626302
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (R)-2-(1-aminoethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one | HCID 117970485 | — |
| Reactant | (R)-1-(5-fluoro-3-(3-fluorophenyl)-4-oxo-4H-chromen-2-yl)ethyl methane sulfonate | HCID 131735211 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R)-2-(1-azidoethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one | HCID 131735212 | — |
Reaction Steps
To a solution of (S)/(R)-1-(5-fluoro-3-(3-fluorophenyl)-4-oxo-4H-chromen-2-yl)ethyl methane sulfonate (0.900 g, 2.36 mmol) in DMF (18 ml), sodium azide (0.306 g, 4.72 mmol) is added and heated to 60° C. After 2 h, the reaction mass is quenched with water, extracted with dichloromethane, dried over sodium sulphate and concentrated. The crude product is column chromatographed with ethyl acetate:petroleum ether to afford the title compound as a brown liquid which is used as such in next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09309216B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-2aa93a0f16f94c78ba446063a4f7bc73 |
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| Source note | uspto-grants-2016_04 |
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