HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68472Generated: October 29, 2026
Acetonitrile → 5-Chloro-N-({3-[3-fluoro-4-(3-oxo-4-morpholinyl)phenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)-2-thiophenecarboxamide
https://huagongshe.com/reaction/68472
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | Carbonylimidazole | HCID 13571086 | — |
| Reactant | 5-Chloro-N-(3-{[3-fluoro-4-(3-oxo-4-morpholinyl)phenyl]amino}-2-hydroxypropyl)-2-thiophenecarboxamide | HCID 21070710 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-Chloro-N-({3-[3-fluoro-4-(3-oxo-4-morpholinyl)phenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)-2-thiophenecarboxamide | HCID 21070709 | — |
Reaction Steps
260 mg (0.608 mmol) of 5-chloro-N-(3-{[3-fluoro-4-(3-oxo-4-morpholinyl)phenyl]-amino}-2-hydroxypropyl)-2-thiophenecarboxamide (from Example 61), 197 mg (1.22 mmol) of carbonylimidazole and: 7 mg of dimethylaminopyridine in 20 ml of dioxane are boiled under reflux for 5 hours. 20 ml of acetonitrile are then added, and the mixture is stirred in a closed vessel in a microwave oven at 180° C. for 30 minutes. The solution is concentrated using a rotary evaporator and chromatographed on an RP-HPLC column. This gives 53 mg (19% of theory) of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822458B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-b0dc03a3621541e8a345cb65c8b3b798 |
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| Source note | uspto-grants-2014_09 |
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