HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804243Generated: October 30, 2026
Ethyl Acetate → (R)-3-{4-[4-(3,5-dichloropyridin-2-yl)piperazine-1-carbonyl]-2-fluorophenyl}-4-methoxymethyloxazolidin-2-one
https://huagongshe.com/reaction/1804243
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Pyridine, 2,3,5-trichloro- | HCID 27666 | — |
| Reactant | (R)-3-[2-fluoro-4-(piperazine-1-carbonyl)phenyl]-4-methoxymethyloxazolidin-2-one | HCID 58484520 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R)-3-{4-[4-(3,5-dichloropyridin-2-yl)piperazine-1-carbonyl]-2-fluorophenyl}-4-methoxymethyloxazolidin-2-one | HCID 67381023 | 48.8% |
Reaction Steps
(R)-3-[2-fluoro-4-(piperazine-1-carbonyl)phenyl]-4-methoxymethyloxazolidin-2-one (343 mg) described in Preparation Example 94 was dissolve in N,N-dimethylformamide (2 mL), 2,3,5-trichloropyridine (275 mg) and potassium carbonate (562 mg) were added and the mixture was stirred at 100° C. To the reaction mixture was added ethyl acetate under ice-cooling and insoluble materials were filtered off. Water was added to the filtrate and the mixture was extracted with ethyl acetate. The organic layer was washed twice with saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography (chloroform:methanol) to give the title compound (240 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08354401B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-d0ef9fe2334f420e8ca0f70bd1621424 |
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| Source note | uspto-grants-2013_01 |
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