Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | HCID 19371485 | HCID 19371485 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 19371481 | HCID 19371481 | 87.6% |
Reaction Steps
A solution of 4.6 g of ethyl 1-(2,4-difluorophenyl)-6,7-difluoro-1,4-dihydro-8-(trimethylsilylethinyl)-4-oxo-3-quinolinecarboxylate in 20 ml of chloroform is added dropwise at room temperature to a solution of 2 g of potassium fluoride in a solvent mixture of 3 ml of water, 25 ml of chloroform and 50 ml of dimethylformamide. The mixture is stirred for 1 hour at approx. 20° C., the reaction mixture is then treated with more chloroform and extracted several times by shaking with water, and the organic phase is dried and concentrated. The residue obtained is recrystallised from methanol. 3.4 g of ethyl 1-(2,4-difluorophenyl)-8-ethinyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate are obtained (87% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05468742 |
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| Source dataset | uspto-grants-1995_11 |
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| ORD ID | ord-0007fc3cbaf84ef1b90e255a35c612dc |
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| Source note | uspto-grants-1995_11 |
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