HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433617Generated: October 25, 2026
Dimethylformamide → 4-(4-Amino-3-fluorophenoxy)-7-(1-methylpiperidin-3-ylmethoxy)quinoline-6-carbonitrile
https://huagongshe.com/reaction/1433617
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Chloromethyl-1-methylpiperidinium chloride | HCID 106690 | — |
| Reactant | 4-(4-Amino-3-fluorophenoxy)-6-cyano-7-hydroxyquinoline | HCID 135829379 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(4-Amino-3-fluorophenoxy)-7-(1-methylpiperidin-3-ylmethoxy)quinoline-6-carbonitrile | HCID 22936776 | 10.9% |
Reaction Steps
After adding dimethylformamide (4 ml), 3-chloromethyl-1-methylpiperidine hydrochloride (621 mg) and potassium carbonate (840 mg) to 4-(4-amino-3-fluorophenoxy)-6-cyano-7-hydroxyquinoline (400 mg), the mixture was stirred at 20° C. for 3 hours. Water was added to the reaction solution, extraction was performed with ethyl acetate, the organic layer was washed with water and saturated brine in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained crude product was purified by NH silica gel column chromatography (ethyl acetate) to obtain the title compound (60 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07612092B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-22e0d2fb84ed4828a052e31fc8ddecab |
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| Source note | uspto-grants-2009_11 |
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