Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-(1-Hydroxycyclopropyl)ethyl methanesulfonate | HCID 86640792 | — |
| Reactant | N-(3-fluoro-4-((7-hydroxyquinolin-4-yl)oxy)phenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide | HCID 136347997 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 59278563 | HCID 59278563 | 25.1% |
Reaction Steps
To a mixture of N-(3-fluoro-4-(7-hydroxyquinolin-4-yloxy)phenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (204 mg, 0.421 mmol) and 2-(1-hydroxycyclopropyl)ethyl methanesulfonate (152 mg, 0.843 mmol) in 8 mL of DMA was added cesium carbonate (1.37 g, 4.2 mmol, Aladdin). After stirring at 40° C. for 1 day, the reaction mixture was concentrated in vacuo and the residue was chromatographed with a silica gel column (50:1 (v/v) CH2Cl2/CH3OH) to afford the title compound as a white solid (60 mg, 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08426585B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-ba48653f1a7f4e81a0bc203bb5a7ab83 |
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| Source note | uspto-grants-2013_04 |
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