HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266508Generated: October 31, 2026
Dimethylformamide → [8-chloro-3-(2-chloro-4-methanesulfonylbenzyl)-4-difluoromethoxy-2-methylquinolin-5-yloxy]acetic Acid Methyl Ester
https://huagongshe.com/reaction/2266508
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 68780451 | HCID 68780451 | — |
| Reactant | Chlorodifluoromethyl acetate | HCID 86613376 | — |
| Solvent | Water | HCID 962 | — |
| Product | [8-chloro-3-(2-chloro-4-methanesulfonylbenzyl)-4-difluoromethoxy-2-methylquinolin-5-yloxy]acetic Acid Methyl Ester | HCID 68784446 | — |
Reaction Steps
A mixture of [8-chloro-3-(2-chloro-4-methanesulfonylbenzyl)-2-methyl-4-oxo-1,4-dihydroquinolin-5-yloxy]acetic acid methyl ester (0.34 g), N,N-dimethylformamide (15 mL), potassium carbonate (0.58 g) and acetic acid chlorodifluoromethyl ester (0.4 mL) was stirred at 70° C. for 16 hours. The mixture was diluted with water, extracted with ethyl acetate and the combined extracts were dried over sodium sulfate and then the solvent removed under reduced pressure. Purification of the residue by column chromatography on silica gel, eluting with a mixture of cyclohexane and ethyl acetate (7:3 by volume) gave title compound, 0.37 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07858640B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-35dd80803ab44f03b90152995a133a21 |
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| Source note | uspto-grants-2010_12 |
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