HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606106Generated: October 31, 2026
Ethyl orthopropionate → 4-chloro-2-ethyl-1-{[3-(4-fluorophenyl)isoxazol-5-yl]methyl}-1H-imidazo[4,5-c]quinoline
https://huagongshe.com/reaction/606106
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl orthopropionate | HCID 66995 | — |
| Reactant | 2-chloro-N4-{[3-(4-fluorophenyl)isoxazol-5-yl]methyl}quinoline-3,4-diamine | HCID 86616890 | — |
| Catalyst | Pyridinium chloride | HCID 10176127 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-chloro-2-ethyl-1-{[3-(4-fluorophenyl)isoxazol-5-yl]methyl}-1H-imidazo[4,5-c]quinoline | HCID 86616891 | 67.9% |
Reaction Steps
Under a nitrogen atmosphere, pyridine hydrochloride (0.020 g, 0.19 mmol), triethyl orthopropionate (2.5 g, 14 mmol), 2-chloro-N4-{[3-(4-fluorophenyl)isoxazol-5-yl]methyl}quinoline-3,4-diamine (3.5 g, 9.5 mmol), and toluene (50 mL) were combined and heated at 110° C. for 18 hours. Most of the volatiles were removed under reduced pressure to provide a suspension. The solid was isolated by filtration, washed with diethyl ether, and dried to provide 2.624 g of 4-chloro-2-ethyl-1-{[3-(4-fluorophenyl)isoxazol-5-yl]methyl}-1H-imidazo[4,5-c]quinoline as a tan solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07915281B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-4d3566a0f6eb4e7e9b2f6ace7075bd34 |
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| Source note | uspto-grants-2011_03 |
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